Imperial College London
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DrAndyAshley

Faculty of Natural Sciences, Department of Chemistry

Honorary Lecturer
 
 
 
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Contact

 

+44 (0)20 7594 5810a.ashley Website

 
 
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Location

 

601LMolecular Sciences Research HubWhite City Campus

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Summary

 

Publications

Citation

BibTex format

@article{Scott:2014:10.1002/anie.201405531,
author = {Scott, DJ and Fuchter, MJ and Ashley, AE},
doi = {10.1002/anie.201405531},
journal = {Angewandte Chemie International Edition},
pages = {10218--10222},
title = {Metal-free hydrogenation catalyzed by an air-stable borane: use of solvent as a frustrated Lewis base},
url = {http://dx.doi.org/10.1002/anie.201405531},
volume = {53},
year = {2014}
}
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RIS format (EndNote, RefMan)

TY  - JOUR
AB  - In recent years ‘frustrated Lewis pairs’ (FLPs) have been shown to be effective metalfree catalysts for the hydrogenation of many unsaturated substrates. Even so, limited functionalgroup tolerance restricts the range of solvents in which FLPmediated reactions can be performed, with all FLPmediated hydrogenations reported to date carried out in nondonor hydrocarbon or chlorinated solvents. Herein we report that the bulky Lewis acids B(C6Cl5)x(C6F5)3−x (x=0–3) are capable of heterolytic H2 activation in the strongdonor solvent THF, in the absence of any additional Lewis base. This allows metalfree catalytic hydrogenations to be performed in donor solvent media under mild conditions; these systems are particularly effective for the hydrogenation of weakly basic substrates, including the first examples of metalfree catalytic hydrogenation of furan heterocycles. The airstability of the most effective borane, B(C6Cl5)(C6F5)2, makes this a practically simple reaction method.
AU  - Scott,DJ
AU  - Fuchter,MJ
AU  - Ashley,AE
DO  - 10.1002/anie.201405531
EP  - 10222
PY  - 2014///
SN  - 1433-7851
SP  - 10218
TI  - Metal-free hydrogenation catalyzed by an air-stable borane: use of solvent as a frustrated Lewis base
T2  - Angewandte Chemie International Edition
UR  - http://dx.doi.org/10.1002/anie.201405531
UR  - http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000342761700042&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=1ba7043ffcc86c417c072aa74d649202
UR  - http://hdl.handle.net/10044/1/15599
VL  - 53
ER  -
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