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Published April 2011 | Published + Supplemental Material
Journal Article Open

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

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.

Additional Information

© 2011 The Royal Society of Chemistry. Received 8th October 2010, Accepted 20th January 2011. J.M.B. thanks the Leverhulme Trust for a Fellowship. J.A.R. acknowledges the 'Verband der Chemischen Industrie' for a doctoral scholarship. We thank the Oxford Supercomputing Service for access to facilities. Electronic supplementary information (ESI) available: Structural data for each crystal structure reported in CIF format. CCDC reference numbers 796350–796357. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c0ce00709a

Attached Files

Published - Raskatov2011p13558Crystengcomm.pdf

Supplemental Material - c0ce00709a.pdf

Supplemental Material - c0ce00709a.txt

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August 19, 2023
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