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1 C) Internship in Research Arylation of trimethylvinylsilane. Synthesis of (E)-1-iodo-2-arylethylenes and of (E,E)-1,4-diarylbuta-1,3-dienes by Heck reaction.

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Presentation on theme: "1 C) Internship in Research Arylation of trimethylvinylsilane. Synthesis of (E)-1-iodo-2-arylethylenes and of (E,E)-1,4-diarylbuta-1,3-dienes by Heck reaction."— Presentation transcript:

1 1 C) Internship in Research Arylation of trimethylvinylsilane. Synthesis of (E)-1-iodo-2-arylethylenes and of (E,E)-1,4-diarylbuta-1,3-dienes by Heck reaction Supervisor : Dr Jeffery Laboratoire de Synthèse Organique Sélective et Chimie Organométallique February to July 2004

2 2 Objectives : syntheses of diarylbutadienes Heck reaction

3 3 Heck, R. F. Org. React. 1982, 27,

4 4 Arylation of trimethylvinylsilane Jeffery, T. Tetrahedron Lett. 2000, 41, Addition of R 4 N + X - :  reaction are faster and more selective  Choice of catalytic system [Pd/Base/QX] can change the selectivity

5 5 Arylation of trimethylvinylsilane Jeffery, T. Tetrahedron Lett. 1999, 40, Toluene, 20°C

6 6 Iodation

7 7 Results

8 8 One pot synthesis T. Jeffery, T.; Ferber, B. Tetrahedron Lett. 2003, 44, Heck reaction

9 9 One pot synthesis

10 10 Results

11 11 Conclusion


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