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

Raskatov, Jevgenij A. and Brown, John M. and Thompson, Amber L. (2011) Chiral selection in the formation of borates from racemic binaphthols and related diols. CrystEngComm, 13 (8). pp. 2923-2929. ISSN 1466-8033 . https://resolver.caltech.edu/CaltechAUTHORS:20110425-073221454

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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.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1039/c0ce00709a DOIUNSPECIFIED
http://pubs.rsc.org/en/Content/ArticleLanding/2011/CE/c0ce00709aPublisherUNSPECIFIED
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
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Leverhulme TrustUNSPECIFIED
Verband der Chemischen IndustrieUNSPECIFIED
Issue or Number:8
Record Number:CaltechAUTHORS:20110425-073221454
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20110425-073221454
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:23440
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:25 Apr 2011 16:48
Last Modified:03 Oct 2019 02:46

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