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 transcript:

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

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

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

8 Synthesis

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12 Allylic alcohols

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14 Arylations in H 2 O

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17 Aryl Chlorides + Arylboronic Acids

18 Aryl Chlorides + Alkylboronic Acids

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

21 Aryl Chlorides + Potassium Aryltrifluoroborates

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24 Allyl and Benzyl Chlorides + Arylboronic Acids

25 Allyl Chlorides + Potassium Aryltrifluoroborates

26 Benzyl Chlorides + Potassium Aryltrifluoroborates

27 Allyl and Benzyl Chlorides + Potassium Alkenyltrifluoroborates

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29 1-Naphthol derivatives studies

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

31 Aryl Imidazole-1-sulfonates + Potassium trifluoroborates

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34 Aryl Imidazole-1-sulfonates: ligands study

35 Aryl Imidazole-1-sulfonates: scope

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37 Aryl Chlorides: surfactants study

38 Aryl Chlorides: scope

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

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

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

44 Synthesis of 5-Carbapterocarpens

46 Synthesis of Pterocarpans and 5-Carbapterocarpans

48 Carbonylations in water

49 Synthesis of Amides and Nitriles

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52 Spanish Ministry of Science and Innovation: BQ , CTQ , Consolider INGENIO 2010 CSD , CTQ /BQU, CTQ Spanish Ministerio de Economia y Competitividad: CTQ P, CTQ REDC FEDER Generalitat Valenciana: PROMETEO/2009/039 and PROMETEOII/2014/017 University of Alicante CAPES (Brazil)

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54 Dimeric complexes Supported complexes