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Rennes 1 University UMR 6226 Group Catalysis and sustainable chemistry Group in September 2014 Back from left: K. Yuan, J. F. Soulé, H. Doucet, R. Sang, M. He, B. Saoudi, F. Belkessam, A. Hfaiedh Front from left: X. Xu, A. Skhiri, L. Zhao, T. T. Dang, W. Hagui

Henri Doucet

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Page 1: Henri Doucet

Rennes 1 University

UMR 6226

Group

Catalysis and sustainable chemistry

Group in September 2014

Back from left: K. Yuan, J. F. Soulé, H. Doucet, R. Sang, M. He, B. Saoudi, F. Belkessam, A. Hfaiedh

Front from left: X. Xu, A. Skhiri, L. Zhao, T. T. Dang, W. Hagui

Page 2: Henri Doucet

Members of the group in September 2014:

- Henri DOUCET (Group leader)

- Jean François SOULE (CNRS Associate prof., CR2)

http://blogperso.univ-rennes1.fr/jean-francois.soule/

- Tung Thang DANG (Post Doc., collaboration with Dr. V. Guerchais, Rennes)

- Liqin Zhao (PhD student, Co-direction with Dr. C. Bruneau, Rennes)

- Kedong Yuan (PhD student)

- Imen Smari (PhD student, Co-direction with Dr. H. Ben Ammar, Monastir, Tunisia)

Fatma Abdellaoui (PhD student, collaboration with Dr. H. Ben Ammar, Monastir,

Tunisia)

Anoir Hfaiedh (PhD student, collaboration with Dr. H. Ben Ammar, Monastir,

Tunisia)

- Ayman Skhiri (PhD student, collaboration with Pr. Ridha Ben Salem, Sfax, Tunisia)

- Wided Hagui (PhD student, collaboration with Neji Besbes and Ezzedine Srasra,

Tunis, Tunisia)

- Fatma Belkessam (PhD student, collaboration with Dr. A. Elias, Tizi-Ouzou, Algeria)

- Fatiha Abdelmalek (PhD student, Co-direction avec F. Derridj, Tizi Ouzou, Algeria)

Page 3: Henri Doucet

- Besma Saoudi (PhD student, collaboration with Pr. Abdel Rahmen Teniou,

Constantine, Algeria)

- Abdelilah Takfaoui (PhD student, collaboration with Pr. R. Touzani, Oujada,

Morocco)

From left: Liqin ZHAO, Kedong YUAN, Imen SMARI,

From left: Ayman SKHIRI, Fatma BELKESSAM, Besma SAOUDI, Wided HAGUI, Anoir HFAIEDH

- Mian HE (International Master student)

- Riu SANG (International Master student)

- Xiaowen Xu (Master student, collaboration with professor Yi-qun Li, Jinan

University, Guangzhou Guangdong province, P. R. China)

From left: Riu SANG, Xiaowen XU, Mian HE,

Page 4: Henri Doucet

Group in october 2013 From left: H. Doucet, J. F. Soulé, T. T. Dang, I. Smari, F. Belkessam, M. Aidene, R. Jin,

K. Yuan, L. Zhao, C. B. Bheeter, M. He, L. Loukotová

Former Members:

Group in 2010 From left: J. Roger, L. Chen, D. Roy, J. J. Dong, H. Doucet, K. Beydoun, N. Laidaoui, S.

Bensais, C. B. Bheeter

- Haiyan Fu (Post-Doc.; Currently assistant prof. at Sichuan Univ., China)

- Marina Ionita (Post-Doc.)

- Charles Beromeo Bheeter (PhD student, collaboration with Prof. J. K. Bera, Kanpur,

India; Currently Post-Doc with M. Beller Rostock)

- Julien Roger (PhD student; Currently assistant prof. at Dijon Univ., France)

- Fazia Derridj (PhD student, collaboration with S. Djebbar, Alger; Currently assistant

prof. at Tizi-Ouzou Univ., Algeria)

Page 5: Henri Doucet

- Souhila Bensaid (PhD student)

- Anissa Beladhria (PhD student, collaboration with H. Ben Ammar, Monastir and

Rhida Ben Salem, Sfax, Tunisia; Currently teacher at Gabes Univ., Tunisia)

- Yacoub Fall (PhD student, collaboration with M. Santelli, Marseille; Currently

research scientist at TC Scientific Inc., Canada)

- Nouria Laidaoui (PhD student, collaboration with Douniazad El Abed and Abdellah

Miloudi, Oran, Algeria; Currently assistant prof. at Oran Univ., Algeria)

- Kassem Beydoun (PhD student, Currently Post-Doc with Prof. W. Leitner, Aachen,

Germany)

- Lu Chen (PhD student, collaboration with P. H. Dixneuf and C. Bruneau, Rennes)

- David Roy (PhD student, collaboration with J. C. Hierso, Dijon, France, Currently

Post-Doc with Prof. Takai, Okayama Univ., Japan)

- Karima Si Larbi (PhD student, collaboration with S. Djebbar, Alger, Currently

assistant prof. at Alger Univ., Algeria)

- Rongwei Jin (International Master student; Currently PhD student with Prof. F.

Patureau, Germany)

- Yijing Xu (Master student, collaboration with professor Yi-qun Li, Jinan University,

Guangzhou Guangdong province, P. R. China)

- Lenka Loukotová (Erasmus Master student)

- Aditya Gottumukkala (International Master student, Currently Post-Doc with Prof.

Hartwig, Berkeley, USA)

- Jia Jia Dong (International Master student; Currently PhD student with W. R.

Browne, Groningen, Netherlands)

- Reny Jacob Roy (International Master student)

- Marya Baloch (International Master student; Currently PhD student at CIC

Energigune, Spain)

- Jenny Laroche (International Master student, collaboration with V. Guerchais,

Rennes)

- Tao Yan (International Master student, Currently PhD student with K. Barta,

Groningen, Netherlands)

- Younes Bouazizi (Visiting student)

Page 6: Henri Doucet

From left: Rongwei JIM, Lenka LOUKOTOVA, Charles Beromeo BHEETER

From left : Souhila BENSAID, Karima SI LARBI, Kassem BEYDOUN, Anissa BELADHRIA

Jenny LAROCHE (left), David ROY (right)

Page 7: Henri Doucet

From left : Tao YAN, Haiyan FU, Liqin ZHAO, Lu CHEN

From left : Marya BALOCH, Aditya Gottumukkala, Julien ROGER, Jia Jia DONG

Page 8: Henri Doucet

Dr Henri Doucet is CNRS researcher (DR2) of the University

of Rennes 1

Institut Sciences Chimiques de Rennes, UMR 6226 CNRS-

Université de Rennes

"Catalyse et Organometalliques", Campus de Beaulieu, Bat. 10C,

Room 003, 35042 Rennes, France.

Tel.: 02-23-23-63-84

Fax: 02-23-23-69-39

E-mail: [email protected]

Education

Ph.D. 1994 Rennes University, supervisors P. H. Dixneuf and C. Bruneau.

January 2004. Habilitation (Direction of research)

Professional Experience

January 1995 – January 1997 : Post-Doc, Oxford university; supervisor prof. J. M. Brown.

March 1997 – February 1998 : Post-Doc, Nagoya University; supervisor prof. R. Noyori.

July 1998 – September 1998 : Post-Doc, Oxford university; supervisor prof. J. M. Brown.

1998-2006: University of Marseille, associate professor with Prof M. Santelli

From September 2006: University of Rennes1

From September 2007 promoted CNRS-Professor level

Research interests

- Green processes

- Atom economy

- New palladium catalysts for the formation of C-C bonds

- C-H activation/functionalisation of (hetero)arenes

- Synthesis of new ligands

Our priority is the development of sustainable procedures based on C-H bond activation,

activation of organic chlorides or bromides and use of relatively non toxic reactants. We also

study ultra-low catalyst loading reactions employing environmentally attractive and

industrially viable reaction conditions.

Publications

206 articles and 2 patents

Selected publications

1 Dramatic acceleration of the catalytic process of the amination of allylacetates in the

presence of a tetraphosphine/palladium system. M. Feuerstein, D. Laurenti, H. Doucet, M.

Santelli, Chem. Commun., 2001, 43.

2 Palladium-tetraphosphine catalysed cross coupling of aryl bromides with arylboronic

acids: remarkable influence of the ligand. M. Feuerstein, D. Laurenti, C. Bougeant, H.

Doucet, M. Santelli, Chem. Commun., 2001, 325.

3 A new tetratertiary phosphine and its use in Pd-catalyzed allylic substitution. D.

Laurenti, M. Feuerstein, G. Pèpe, H. Doucet, M. Santelli, J. Org. Chem., 2001, 66, 1633.

Page 9: Henri Doucet

4 Efficient Heck Vinylation of Aryl Halides Catalyzed by a New Air-Stable Palladium-

Tetraphosphine Complex. M. Feuerstein, H. Doucet, M. Santelli, J. Org. Chem., 2001, 66,

5923.

5 Synthesis of polysubstituted alkenes by Heck vinylation or Suzuki cross-coupling

reactions in the presence of a tetraphosphane-palladium catalyst. F. Berthiol, H. Doucet, M.

Santelli, Eur. J. Org. Chem. 2003, 1091.

6 Palladium-tetraphosphine complex: an efficient catalyst for the coupling of aryl

halides with alkynes, M. Feuerstein, F. Berthiol, H. Doucet, M. Santelli, Org. Biomol. Chem.

2003, 1, 2235.

7 A Palladium-Ferrocenyl Tetraphosphine System as Catalyst for Suzuki Cross-

Coupling and Heck Vinylation of Aryl Halides: Dynamic Behavior of the

Palladium/Phosphine Species. J.-C. Hierso, A. Fihri, R. Amardeil, P. Meunier, H. Doucet, M.

Santelli, B. Donnadieu, Organometallics 2003, 22, 4490.

8 Suzuki Cross-coupling Reactions of Alkenylboronic Acids with Aryl Bromides

Catalyzed by a Tetraphosphine-Palladium Catalyst, E. Peyroux, F. Berthiol, H. Doucet, M.

Santelli, Eur. J. Org. Chem. 2004, 1075.

9 Catalytic Efficiency of a New Tridentate Ferrocenyl Phosphine Auxiliary:

Sonogashira Cross-Coupling Reactions of Alkynes with Aryl Bromides and Chlorides at Low

Catalyst Loadings of 10-1

to 10-4

Mol %, J.-C. Hierso, A. Fihri, R. Amardeil, P. Meunier, H.

Doucet, M. Santelli, V. V. Ivanov. Org. Lett., 2004, 6, 3473.

10 Palladium–Tetraphosphine as Catalyst Precursor for High Turnover Numbers Negishi

Cross-Coupling of Alkyl- or Phenylzinc Derivatives with Aryl Bromides. I. Kondolff, H.

Doucet, M. Santelli, Organometallics. 2006, 25, 5219.

11 Palladium catalyzed direct arylation of furans via C-H functionalisation at low catalyst

loadings. A. Battace, M. Lemhadri, T. Zair, H. Doucet, M. Santelli Organometallics. 2007,

26, 472.

12 Palladium-Based Catalytic Systems for the Synthesis of Conjugated Enynes: Progress

in Homogeneous and Heterogeneous “Sonogashira-Type” Alkynylation Reactions. H. Doucet,

J. C. Hierso, Angew. Chem. Int. Ed. 2007, 46, 834.

13 Direct arylation of thiophenes via palladium-catalyzed C–H functionalisation at low

catalyst loadings. A. Battace, M. Lemhadri, T. Zair, H. Doucet, M. Santelli Adv. Synth. Catal.

2007, 2007, 349, 2507.

14 Aryl triflates: Useful coupling partners for the direct arylation of heteroaryl derivatives

via Pd-catalyzed C-H activation/functionalization.

J. Roger, H. Doucet Org. Biomol. Chem. 2008, 6, 169.

15 Suzuki-Miyaura cross-coupling reaction of alkylboronic acid derivatives or

alkyltrifluoroborates with aryl-, alkenyl- or alkyl halides and triflates

Henri Doucet Eur. J. Org. Chem. 2008, 2013-2030.

16 Ligand-free Palladium-Catalyzed Direct Arylation of Heteroaromatics using Low

Catalyst Loading: An Economically and Environmentally Attractive Procedure.

Page 10: Henri Doucet

F. Požgan, J. Roger, H. Doucet ChemSusChem. 2008, 1, 404.

17 Palladium-catalyzed C4 direct arylation of 2,5-disubstituted furans with aryl bromides

A. L. Gottumukkala, H. Doucet Adv. Synth. Catal. 2008, 350, 2183-2188.

18 Ligand-Free Palladium-Catalyzed Direct Arylation of Thiazoles at Low Catalyst

Loadings

J. Roger, F. Požgan, H. Doucet J. Org. Chem. 2009, 74, 1179-1186.

19 Palladium-Catalysed Direct 3- or 4-Arylation of 2,5-Disubstituted Pyrrole Derivatives:

An Economically and Environmentally Attractive Procedure

Y. Fall, H. Doucet, M. Santelli ChemSusChem. 2009, 2, 153-157.

20 Ligand-less palladium-catalyzed direct 5-arylation of thiophenes at low catalyst

loadings

J. Roger, F. Požgan, H. Doucet Green Chem. 2009, 11, 425-432.

21 Conformational Control of Metallocene Backbone by Cyclopentadienyl Ring

Substitution: a New Concept in Polyphosphane Ligands Evidenced by “Through-Space”

Nuclear Spin-Spin Coupling. Application in heteroaromatics arylation by direct C–H

activation

R. V. Smaliy, M. Beaupérin, H. Cattey,

P. Meunier, J.-C. Hierso, J. Roger, H. Doucet, Y.

Coppel Organometallics, 2009, 28, 3152-3160.

22 Regioselective C2 or C5 direct arylation of pyrroles with aryl bromides using a ligand-

free palladium-catalyst

J. Roger, H. Doucet Adv. Synth. Catal. 2009, 351, 1977-1990.

23 Low Catalyst Loading Ligand-free Palladium-Catalyzed Direct Arylation of Furans:

An Economically and Environmentally Attractive Access to 5-Arylfurans

J. J. Dong, J. Roger, F. Požgan, H. Doucet Green Chem. 2009, 11, 1832-1846.

24 Carbonates: Eco-friendly Solvents for Palladium-Catalysed Direct 2-Arylation of

Oxazole Derivatives

J. Roger, C. Verrier, R. Le Goff, C. Hoarau, H. Doucet ChemSusChem 2009, 2, 951-956.

25 Palladium-catalysed C3 or C4 direct arylation of heteroaromatics via a C-H bond

activation using aryl halides

J. Roger, A. L. Gottumukkala, H. Doucet ChemCatChem 2010, 2, 20-40.

26 Palladium-catalyzed C2 or C5 direct arylation of 3-formylthiophene derivatives with

aryl bromides

J. J. Dong, H. Doucet Eur. J. Org. Chem. 2010, 611-615.

27 Palladium catalysed direct 3-arylation of benzofurans using low catalyst loadings

M. Ionita, J. Roger, H. Doucet ChemSusChem 2010, 3, 367-376.

28 Direct Arylation of Heterocycles: the Performances of Ferrocene-based Di-, Tri- and

Tetraphosphane Ligands in Palladium-Catalyzed C–H Bond Activation Correlated to their

Structure and Coordination Behaviour

J. Roger, S. Mom, M. Beaupérin, S. Royer, P. Meunier, V. V. Ivanov, H. Doucet, J.-C. Hierso

ChemCatChem 2010, 2, 296-305.

Page 11: Henri Doucet

29 Palladium-Catalysed Direct Arylation of Heteroaromatics Bearing Unprotected

Hydroxyalkyl Functions using Aryl Bromides

J. Roger, F. Požgan, H. Doucet, Adv. Synth. Catal. 2010, 352, 696-710.

30 A Versatile Palladium-Triphosphane System for Direct Arylation of Heteroaromatics

with Chlorides at Low Catalyst Loading

D. Roy, S. Mom, M. Beaupérin, H. Doucet, J.-C. Hierso, Angew. Chem. Int. Ed. 2010, 49,

6650-6654.

31 Palladium-catalyzed direct arylation of free NH2 substituted thiophene derivatives

F. Derridj, J. Roger, S. Djebbar, H. Doucet Org. Lett. 2010, 12, 4320-4323.

32 Carbonates: Eco-friendly Solvents for Palladium-Catalysed Direct Arylation of

Heteroaromatics

J. J. Dong, J. Roger, C. Verrier, T. Martin, R. Le Goff, C. Hoarau, H. Doucet Green Chem.

2010, 12, 2053-2063.

33 Palladium-Catalysed Direct Arylation of Thiophenes Tolerant to Silyl Groups

L. Chen, J. Roger, C. Bruneau, P. H. Dixneuf, H. Doucet Chem. Commun. 2011, 47, 1872-

1874.

34 CycloPentyl Methyl Ether: An Alternative Solvent for Palladium-Catalysed Direct

Arylation of Heteroaromatics

K. Beydoun, H. Doucet ChemSusChem 2011, 4, 526-534.

35 Greener solvents for ruthenium and palladium catalysed aromatic C-H bonds

functionalisation

C. Fischmeister, H. Doucet Green Chem. 2011, 13, 741-753.

36 Direct Arylations of Heteroaromatics with Congested and Functionalised Aryl

Bromides at Low-Loading using a Palladium-Triphosphane Catalyst

D. Roy, S. Mom, D. Lucas, H. Cattey, J.-C. Hierso, H. Doucet Chem. Eur. J. 2011, 17, 6453-

6461.

37 Electrosynthesis as a powerful method for the generation of catalytic intermediates:

Efficient isolation of a palladium aryl halide oxidative addition product

V. A. Zinovyeva, C. Luo, S. Fournier, C. H. Devillers, H. Cattey, H. Doucet, J.-C. Hierso, D.

Lucas Chem. Eur. J. 2011, 17, 9901-9906.

38 Phosphine free palladium catalytic system for inhibition of Heck type reaction and

selective direct arylation of furans or thiophenes bearing alkenes

L. Chen, J. Roger, C. Bruneau, P. H. Dixneuf, H. Doucet Adv. Synth. Catal. 2011, 353, 2749-

2760.

39 Palladium-catalyzed direct arylation of thiophenes bearing SO2R substituents

C. Beromeo Bheeter, J. K. Bera, H. Doucet J. Org. Chem. 2011, 76, 6407-6413.

40 Palladium-catalyzed direct arylation of thiophenes bearing SO2R substituents

C. Beromeo Bheeter, J. K. Bera, H. Doucet J. Org. Chem. 2011, 76, 6407-6413.

Page 12: Henri Doucet

41 Palladium catalytic system for inhibition of O-arylation type reaction and regioselective

direct arylation at C2 of phenols

K. Beydoun, H. Doucet Catal. Sci. Technol. 2011, 1, 1243-1249.

42 Congested ferrocenyl polyphosphanes bearing electron-donating or electron-withdrawing

phosphanyl groups: assessment of metallocene conformation from NMR spin couplings and

use in palladium-catalyzed chloroarenes activation

S. Mom, M. Beauperin, D. Roy, S. Royer, R. Armadeil, H. Cattey, H. Doucet, J. C. Hierso

Inorg. Chem. 2011, 50, 11592-11603.

43 Palladium-Catalysed Direct Arylation of a Tris-Cyclometallated Ir(III) Complex Bearing

2,2'-Thienylpyridine Ligands: A Powerful Tool for the Tuning of Luminescence Properties

K. Beydoun, M. Zaarour, J. A. G. Williams, H. Doucet, V. Guerchais Chem. Commun. 2012,

48, 1260-1262.

44 Catalytic system for inhibition of amination type reaction and palladium-catalyzed direct

arylation using non-protected pyrazole derivatives

F. Derridj, J. Roger, S. Djebbar, H. Doucet Adv. Synth. Catal. 2012, 354, 747-750.

45 Phosphine-free palladium-catalyzed direct arylation of imidazo[1,2-a]pyridines with aryl

bromides at low catalyst loading

H. Y. Fu, L. Chen, H. Doucet J. Org. Chem. 2012, 77, 4473-4478.

46 Ester as Blocking Group for Palladium-Catalysed Direct Forced Arylation at

Disfavourable Site of Heteroaromatics: A Simple Access to the Less Accessible Regioisomers

L. Chen, C. Bruneau, P. H. Dixneuf, H. Doucet Green Chem. 2012, 14, 1111-1124.

47 Palladium-Based Catalytic System for the Direct C3-Arylation of Furan-2-carboxamides

and Thiophene-2-carboxamides

K. Si Larbi, H. Y. Fu, N. Laidaoui, K. Beydoun, M. Miloudi, D. El Abed, S. Djebbar, H.

Doucet ChemCatChem 2012, 4, 815-823.

48 Direct Arylation of Dithienylperfluorocyclopentenes via Palladium-Catalysed C-H bond

Activation: A Simpler Access to Photoswitches

K. Beydoun, J. Boixel, V. Guerchais, H. Doucet Catal. Sci. Technol. 2012, 2, 1242-1248.

49 Isoquinoline Derivatives via Stepwise Regioselective sp2 and sp3 C-H Bond

Functionalizations

T. Boudiar, Z. Sahli, B. Sundararaju, M. Achard, Z. Kabouche, H. Doucet, C. Bruneau J. Org.

Chem. 2012, 77, 3674-3678.

50 Palladium-Catalyzed Direct Arylation of Heteroaromatics with Activated Aryl Chlorides

Using a Sterically Relieved Ferrocenyl-Diphosphane

D. Roy, S. Mom, S. Royer, D. Lucas, J.-C. Hierso, H. Doucet ACS Catal. 2012, 2, 1033-1041.

51 Solvent-Free Palladium-Catalysed Direct Arylation of Heteroaromatics with Aryl

Bromides

S. Bensaid, H. Doucet ChemSusChem 2012, 5, 1559-1567.

52 Palladium-catalyzed direct arylation of 5-chloropyrazoles: A selective access to 4-aryl

pyrazoles

Y. Tao, L. Chen, C. Bruneau, P. H. Dixneuf, H. Doucet J. Org. Chem. 2012, 77, 7659-7664.

Page 13: Henri Doucet

53 A Straightforward Access to Photochromic Diarylethene Derivatives via Palladium-

Catalysed Direct Heteroarylation of 1,2-Dichloroperfluorocyclopentene

K. Beydoun, J. Roger, J. Boixel, H. Le Bozec, V. Guerchais, H. Doucet Chem. Commun.

2012, 48, 11951-11953.

54 Palladium-catalysed intramolecular direct arylation of 2-bromobenzenesulfonic acid

derivatives

C. B. Bheeter, J. K. Bera, H. Doucet Adv. Synth. Catal. 2012, 354, 3533-3538.

55 Palladium-catalyzed direct polyarylations of pyrrole derivatives

L. Zhao, C. Bruneau, H. Doucet ChemCatChem 2013, 5, 255-262.

56 Synthesis of Heteroarylated Polyfluorobiphenyls via Palladium-Catalyzed Sequential sp2

C-H Bonds Functionalizations

T. Yan, L. Chen, C. Bruneau, P. H. Dixneuf, H. Doucet J. Org. Chem. 2013, 78, 4177-4183.

57 Palladium-Catalysed Regioselective Sequential C-5 and C-2 Direct Arylations of 3-

Acetylpyrroles with Aryl Bromides

Y. Xu, L. Zhao, Y. Li, Yiqun, H. Doucet Adv. Synth. Catal. 2013, 355, 1423-1432.

58 Direct heteroarylation of 5-bromothiophen-2-ylpyridine and of 8-bromoquinoline via

palladium-catalysed C-H bond activation: simpler access to heteroarylated nitrogen-based

derivatives

J. Laroche, K. Beydoun, V. Guerchais, H. Doucet, Catal. Sci. Technol. 2013, 3, 2072-2080.

59 Palladium-Catalysed Regioselective Direct Arylations of Heteroarenes by

Bromobenzamides: Direct Synthesis of Heteroaryl Benzamides

L. Chen, C. Bruneau, P. H. Dixneuf, H. Doucet ChemCatChem 2013, 5, 1956-1963.

60 A straightforward access to guaiazulene derivatives using palladium-catalysed sp2 or sp3

C-H bond functionalisation

L. Zhao, C. Bruneau, H. Doucet, Chem. Commun. 2013, 49, 5598-5600.

61 Perfluorocyclohexene Bridge in Inverse DiArylEthenes: One Step Synthesis through Pd-

Catalysed C-H bond Activation, Joint Experimental and Theoretical Studies on Their

Photoreactivity

K. Yuan, J. Boixel, H. Le Bozec, A. Boucekkine, H. Doucet, V. Guerchais, D. Jacquemin

Chem. Commun. 2013, 49, 7896-7898.

62 Room Temperature C–H Bond Activation on a [PdI-PdI] Platform

M. Sarkar, H. Doucet, J. K. Bera, Chem. Commun. 2013, 49, 9764-9766.

63 Luminescent Bis-Cyclometalated Iridium (III) Complexes Incorporating C^N- or O^O-

coordinating Thiophene-Based Ligands: an Efficient Method for Color Tuning

K. Beydoun, M. Zaarour, J. A. G. Williams, T. Roisnel, V. Dorcet, A. Planchat, A.

Boucekkine, D. Jacquemin, H. Doucet, V. Guerchais, Inorg. Chem. 2013, in press.

64 Benzenesulfonyl chlorides: New reagents for access to alternative regioisomers in

palladium-catalysed direct arylations of thiophenes

K. Yuan, H. Doucet, Chem. Sci. 2014, 5, 392-396. DOI:10.1039/c3sc52420e

Page 14: Henri Doucet

65 Reactivity of C-H bonds of polychlorobenzenes in palladium-catalysed direct arylations of

with aryl bromides

L. Zhao, T. Yan, C. Bruneau, H. Doucet, Catal. Sci. Technol. 2014, 4, 352-360.

DOI:10.1039/c3cy00757j

66 Palladium-catalyzed dehydrogenative sp3 C-H bonds functionalisation into alkenes: a

direct access to N-alkenyl-benzenesulfonamides

C. B. Bheeter, R. Jin, J. K. Bera, P. H. Dixneuf, H. Doucet, Adv. Synth. Catal. 2014, 356, 119-

124. DOI: 10.1002/adsc.201300795

67 Regiocontroled palladium-catalysed direct arylation at carbon C2 of benzofurans using

benzenesulfonyl chlorides as the coupling partners

L. Loukotova, K. Yuan, H. Doucet, ChemCatChem 2014, 6, 1303-1309.

DOI:10.1002/cctc.201301077

68 Reactivity of 3-Substituted Fluorobenzenes in Palladium-Catalysed Direct Arylations with

Aryl Bromides

T. Yan, L. Zhao, M. He, J.-F. Soule, C. Bruneau, H. Doucet, Adv. Synth. Catal. 2014, 356,

1586-1596. DOI:10.1002/adsc.201400038

69 Synthesis of (Poly)fluorobiphenyls through Metal-catalyzed C-H Bond

Activation/Arylation of (Poly)fluorobenzene Derivatives

M. He, Mian; J.-F. Soule, H. Doucet, ChemCatChem 2014, 6, 1824-1859.

DOI:10.1002/cctc.201402020

70 Benzothiophene or Benzofuran Bridges in Diaryl Ethenes: Two-Step Access by Pd-

Catalyzed C-H Activation and Theoretical/Experimental Studies on Their Photoreactivity

K. Yuan, J. Boixel, A. Chantzis, D. Jacquemin, V. Guerchais, H. Doucet, Chem. Eur. J. 2014,

20, 10073-10083. DOI:10.1002/chem.201402768

71 Palladium-catalysed direct desulfitative arylation of pyrroles using benzenesulfonyl

chlorides as alternative coupling partners

R. Jin, K. Yuan, E. Chatelain, J.-F. Soulé, H. Doucet Adv. Synth. Catal. 2014, in press.