Give the arrow-pushing mechanism for the following cross-metathesis reaction catalyzed by Grubbs Ru-gen-Il catalyst, which you can represent in your mechanism as [Ru]=CHPH. Why is the cross-metathesis product ultimately favored over self-dimerizations? Why is the E isomer favored over the Z isomer? N. Ru-Gen-Il RuPh PCY3 OMe Ru-Gen-Il (2 mol%) CH,Cl2, 40 °C, 12 h OMe (1.5 equiv) 92% yield, only E

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter24: Amines And Heterocycles
Section24.9: Heterocyclic Amines
Problem 24P
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Give the arrow-pushing mechanism for the
following cross-metathesis reaction
catalyzed by Grubbs Ru-gen-Il catalyst,
which you can represent in your
mechanism as [Ru]=CHPH. Why is the
cross-metathesis product ultimately favored
over self-dimerizations? Why is the E isomer
favored over the Z isomer?
N.
Ru-Gen-Il
RuPh
PCY3
OMe
Ru-Gen-Il (2 mol%)
CH,Cl2, 40 °C, 12 h
OMe
(1.5 equiv)
92% yield, only E
Transcribed Image Text:Give the arrow-pushing mechanism for the following cross-metathesis reaction catalyzed by Grubbs Ru-gen-Il catalyst, which you can represent in your mechanism as [Ru]=CHPH. Why is the cross-metathesis product ultimately favored over self-dimerizations? Why is the E isomer favored over the Z isomer? N. Ru-Gen-Il RuPh PCY3 OMe Ru-Gen-Il (2 mol%) CH,Cl2, 40 °C, 12 h OMe (1.5 equiv) 92% yield, only E
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