Issue 8, 2011
From the journal:

CrystEngComm

Chiral selection in the formation of borates from racemic binaphthols and related diols†

Jevgenij A. Raskatov,ab   John M. Browna  and  Amber L. Thompson*c  

* Corresponding authors

a Department of Chemistry, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, UK

b California Institute of Technology, 1200 E California Blvd, Pasadena, CA, USA
E-mail: raskatov@caltech.edu

c Chemical Crystallography, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, UK
E-mail: amber.thompson@chem.ox.ac.uk

Abstract

A series of racemic or stereochemically labile chiral borate anions based on the 2,2′-biphenol motif was investigated. All borates were homochiral in the solid state, although in some cases the heterochiral diastereomers were computed to be thermodynamically preferred (DFT). The crystallographic preference for the homochiral diastereomer was attributed to its lower bulk, higher molecular symmetry, and the therewith associated better packing ability.

Graphical abstract: Chiral selection in the formation of borates from racemic binaphthols and related diols

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Article information

DOI
https://doi.org/10.1039/C0CE00709A
Article type
Paper
Submitted
08 Oct 2010
Accepted
20 Jan 2011
First published
25 Feb 2011

CrystEngComm, 2011,13, 2923-2929

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Chiral selection in the formation of borates from racemic binaphthols and related diols

J. A. Raskatov, J. M. Brown and A. L. Thompson, CrystEngComm, 2011, 13, 2923 DOI: 10.1039/C0CE00709A

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