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Carmen Nájera Department of Organic Chemistry University of Alicante Alicante (Spain) Cross-Coupling Reactions in Aqueous Media 1 2 nd International Conference.

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Presentation on theme: "Carmen Nájera Department of Organic Chemistry University of Alicante Alicante (Spain) Cross-Coupling Reactions in Aqueous Media 1 2 nd International Conference."— Presentation transcript:

1 Carmen Nájera Department of Organic Chemistry University of Alicante Alicante (Spain) Cross-Coupling Reactions in Aqueous Media 1 2 nd International Conference on Past and Present Research Systems of Green Chemistry September 14-16, 2015 Orlando, USA 2 nd International Conference on Past and Present Research Systems of Green Chemistry September 14-16, 2015 Orlando, USA

2 2

3 3

4 4

5 5

6 Challenge: very active catalyst ArCl activation ArOH activation C sp 3 activation C-H activation Catalysis in water Mild reaction conditions 6

7 High thermal, air and moisture stability Easy accessibility Unexpensive starting materials (ketones) Amenable to structural and electronic variations Features 7

8 8 Synthesis

9 9

10 10

11 11

12 12 Allylic alcohols

13 13

14 14 Arylations in H 2 O

15 15

16 16

17 17 Aryl Chlorides + Arylboronic Acids

18 18 Aryl Chlorides + Alkylboronic Acids

19 19

20 20 A. Corma et al., Chem. Commun. 2003, 606

21 21 Aryl Chlorides + Potassium Aryltrifluoroborates

22 22

23 23

24 24 Allyl and Benzyl Chlorides + Arylboronic Acids

25 25 Allyl Chlorides + Potassium Aryltrifluoroborates

26 26 Benzyl Chlorides + Potassium Aryltrifluoroborates

27 27 Allyl and Benzyl Chlorides + Potassium Alkenyltrifluoroborates

28 28

29 29 1-Naphthol derivatives studies

30 30 Aryl Imidazole-1-sulfonates: reaction conditions in water

31 31 Aryl Imidazole-1-sulfonates + Potassium trifluoroborates

32

33 33

34 34 Aryl Imidazole-1-sulfonates: ligands study

35 35 Aryl Imidazole-1-sulfonates: scope

36 36

37 37 Aryl Chlorides: surfactants study

38 38 Aryl Chlorides: scope

39

40 40 Synthesis of (E)--1,4-Enynes: ligand studies

41 41 Synthesis of (E)--1,4-Enynes: Pd source

42 42 Synthesis of (E)--1,4-Enynes: scope

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44 44 Synthesis of 5-Carbapterocarpens

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46 46 Synthesis of Pterocarpans and 5-Carbapterocarpans

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48 48 Carbonylations in water

49 49 Synthesis of Amides and Nitriles

50 50

51 51

52 52 Spanish Ministry of Science and Innovation: BQ2001-0724, CTQ2004-00808, Consolider INGENIO 2010 CSD2007-00006, CTQ2007-62771/BQU, CTQ2010-20387 Spanish Ministerio de Economia y Competitividad: CTQ2013-43446-P, CTQ2014-51912-REDC FEDER Generalitat Valenciana: PROMETEO/2009/039 and PROMETEOII/2014/017 University of Alicante CAPES (Brazil)

53 153

54 54 Dimeric complexes Supported complexes


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