Cyclodextrin Cavity‐Induced Mechanistic Switch in Copper‐Catalyzed Hydroboration
- 2 August 2017
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition
- Vol. 56 (36) , 10821-10825
Abstract
N‐heterocyclic carbene‐capped cyclodextrin (ICyD) ligands, α‐ICyD and β‐ICyD derived from α‐ and β‐cyclodextrin, respectively give opposite regioselectivities in a copper‐catalyzed hydroboration. The site‐selectivity results from two different mechanisms: the conventional parallel one and a new orthogonal mechanism. The shape of the cavity was shown not only to induce a regioselectivity switch but also a mechanistic switch. The scope of interest of the encapsulation of a reactive center is therefore broadened by this study.Keywords
Funding Information
- China Scholarship Council
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