1. Two Rh(I)-phosphine catalysts for olefin hydrogenation, Wilkinson's catalyst and a Schrock-Osborn catalyst, are shown below. They are known to operate by different mechanisms. PF6 Ph;P., RhPPha 'PPH3 Ph2 „P Rh Ph2 Wilkinson Schrock-Osborn 5-hexene-2-one (a) For each catalyst, give the mechanism for hydrogenation of 5-hexene-2-one. Please name each elementary step (e.g. oxidative addition, migratory insertion, dissociation, etc.).
1. Two Rh(I)-phosphine catalysts for olefin hydrogenation, Wilkinson's catalyst and a Schrock-Osborn catalyst, are shown below. They are known to operate by different mechanisms. PF6 Ph;P., RhPPha 'PPH3 Ph2 „P Rh Ph2 Wilkinson Schrock-Osborn 5-hexene-2-one (a) For each catalyst, give the mechanism for hydrogenation of 5-hexene-2-one. Please name each elementary step (e.g. oxidative addition, migratory insertion, dissociation, etc.).
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.34P
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![1. Two Rh(I)-phosphine catalysts for olefin hydrogenation, Wilkinson's catalyst and a Schrock-Osborn
catalyst, are shown below. They are known to operate by different mechanisms.
PF6
Ph;P.,
RhPPha
'PPH3
Ph2
„P
Rh
Ph2
Wilkinson
Schrock-Osborn
5-hexene-2-one
(a) For each catalyst, give the mechanism for hydrogenation of 5-hexene-2-one. Please name each
elementary step (e.g. oxidative addition, migratory insertion, dissociation, etc.).
(b) Discuss several factors that contribute to the catalysts operating by different mechanisms.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F32f8ce47-5b78-4969-8bf7-ea4fdea0dada%2F3e9ad77d-6da9-4b28-ae24-2246a7dfc2a5%2Fjoc366n_processed.png&w=3840&q=75)
Transcribed Image Text:1. Two Rh(I)-phosphine catalysts for olefin hydrogenation, Wilkinson's catalyst and a Schrock-Osborn
catalyst, are shown below. They are known to operate by different mechanisms.
PF6
Ph;P.,
RhPPha
'PPH3
Ph2
„P
Rh
Ph2
Wilkinson
Schrock-Osborn
5-hexene-2-one
(a) For each catalyst, give the mechanism for hydrogenation of 5-hexene-2-one. Please name each
elementary step (e.g. oxidative addition, migratory insertion, dissociation, etc.).
(b) Discuss several factors that contribute to the catalysts operating by different mechanisms.
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