Cyclodextrin Cavity-Induced Mechanistic Switch in Copper-Catalyzed Hydroboration.
Angew Chem Int Ed Engl
; 56(36): 10821-10825, 2017 08 28.
Article
em En
| MEDLINE
| ID: mdl-28715133
ABSTRACT
N-heterocyclic carbene-capped cyclodextrin (ICyD) ligands, α-ICyD and ß-ICyD derived from α- and ß-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.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2017
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Article