Issue 9, 2011

Intramolecular frustrated N/B lewis pairs by enaminehydroboration

Abstract

A series of enamines undergoes anti-Markovnikov hydroboration with Piers' borane HB(C6F5)2 to yield C2-bridged frustrated N/B Lewis pairs, featuring weak N⋯B interaction. Some examples show typical frustrated Lewis pair reactions with dihydrogen or with 1-alkynes. One such N/B FLP serves as an active catalyst for the hydrogenation of enamines. Many of the new compounds were characterized by X-ray diffraction.

Graphical abstract: Intramolecular frustrated N/B lewis pairs by enamine hydroboration

Supplementary files

Article information

Article type
Edge Article
Submitted
02 Mar 2011
Accepted
27 May 2011
First published
16 Jun 2011

Chem. Sci., 2011,2, 1842-1849

Intramolecular frustrated N/B lewis pairs by enamine hydroboration

S. Schwendemann, R. Fröhlich, G. Kehr and G. Erker, Chem. Sci., 2011, 2, 1842 DOI: 10.1039/C1SC00124H

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