l12 - Homework Assignment + H 2 RhCl[P(C 6 H 5 ) 3 ] 3...

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Unformatted text preview: Homework Assignment + H 2 RhCl[P(C 6 H 5 ) 3 ] 3 Write a cyclic mechanism for the above reaction. Give the electron count of each intermediate of the catalytic cycle. Classify each step in your reaction cycle by reaction type: Classify each step in your reaction cycle by reaction type: Ligand Dissociation or Association, Ligand insertion or deinsertion, oxidative addition or reductive elimination. Identify electron counts 14, 16 or 18 electrons Rh P P C Rh P Cl P P +P-P +P P Rh P Cl Hint: It is in the book Hint: It is in the book Organometallic Coupling Reactions used in Organic Synthesis X + Pd(OAc) 2 PR 3 , NEt 3 or or X X = halide or triflate Heck Reaction O S CF 3 O Heck Reaction The active catalyst is Pd(0) O O OTf Pd(OAc) 2 + PR 3 + 2 NEt 3 + H 2 O P d + O P R 3 + 2[HNEt 3 ]OAc P O Pd P(C 6 H 5 ) 3 R P R R P(C 6 H 5 ) 3 Pd Br O OCH + Pd(0) P(C 6 H 5 ) 3 , NEt 3 O OCH 3 OCH 3 OCH 3 Pd P P Pd P Br P Pd P Br H-HBr NEt 3 Pd P Br H Pd P Br P P P OMe O Et 3 NHBr Pd P P Br H 3 CO O H 3 CO Pd P P Br H O O OMe O Br O OCH + Pd(0) P(C 6 H 5 ) 3 , NEt 3 O OCH 3 OCH 3 3 Pd P P F Pd P Br P Pd P Br H...
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l12 - Homework Assignment + H 2 RhCl[P(C 6 H 5 ) 3 ] 3...

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