Pd(OAc),, 2 PhgP I 2 CH,CH=CH, + I- (CH;CH,),N

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter5: Resonance
Section: Chapter Questions
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Complete these Heck reactions.

Pd(OAc),, 2 PhgP
I
2 CH,CH=CH, + I-
(CH;CH,),N
Transcribed Image Text:Pd(OAc),, 2 PhgP I 2 CH,CH=CH, + I- (CH;CH,),N
Expert Solution
Step 1

The Heck reaction is completely stereospecific with regard to the haloalkene; the configuration of the double bond in the haloalkene is preserved. The carbon-carbon double bond adjacent to phenyl rings in the product now has the possibility for cis, trans isomerism. In this compound, the double bond has the more stable E configuration as well.

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