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[4+2] or [4+1] Annulation: Changing the Reaction Pathway of a Rhodium-Catalyzed Process by Tuning the Cp Ligand

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Title
[4+2] or [4+1] Annulation: Changing the Reaction Pathway of a Rhodium-Catalyzed Process by Tuning the Cp Ligand
Author(s)
Seung Youn Hong; Jisu Jeong; Sukbok Chang
Subject
annulations, ; cyclopentadienyl ligands, ; reaction mechanisms, ; rhodium catalysis
Publication Date
2017-02
Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, v.56, no.9, pp.2408 - 2412
Publisher
WILEY-V C H VERLAG GMBH
Abstract
A change in reaction pathway was achieved for the first time by tuning the cyclopentadienyl (Cp) ligand used for the rhodium-catalyzed cyclization of benzamides with conjugated enynones. Depending on the Cp ligand, the reaction pathway switched between [4+2] and [4+1] annulation. Electronic effects turned out to be crucial for the product distribution. The dichotomy was attributed to the alteration of the Lewis acidity of the resultant Cp-bound rhodium species. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
URI
https://pr.ibs.re.kr/handle/8788114/3767
DOI
10.1002/anie.201612559
ISSN
1433-7851
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > 1. Journal Papers (저널논문)
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