Facile protocol for water-tolerant “frustrated Lewis pair”-catalyzed hydrogenation

Scott, Daniel J., Simmons, Trevor R., Lawrence, Elliot J., Wildgoose, Gregory G., Fuchter, Matthew J. and Ashley, Andrew E. (2015) Facile protocol for water-tolerant “frustrated Lewis pair”-catalyzed hydrogenation. ACS Catalysis, 5 (9). pp. 5540-5544. ISSN 2155-5435

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Abstract

Despite rapid advances in the field of metal-free, “frustrated Lewis pair” (FLP)-catalyzed hydrogenation, the need for strictly anhydrous reaction conditions has hampered wide-scale uptake of this methodology. Herein, we report that, despite the generally perceived moisture sensitivity of FLPs, 1,4-dioxane solutions of B(C6F5)3 actually show appreciable moisture tolerance and can catalyze hydrogenation of a range of weakly basic substrates without the need for rigorously inert conditions. In particular, reactions can be performed directly in commercially available nonanhydrous solvents without subsequent drying or use of internal desiccants.

Item Type:	Article
Additional Information:	This is an open access article published under a Creative Commons Attribution (CC-BY) License, which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
Uncontrolled Keywords:	“frustrated lewis pairs”,catalytic hydrogenation,water tolerance,solvent effects,metal-free
Faculty \ School:	Faculty of Science > School of Chemistry
UEA Research Groups:	Faculty of Science > Research Groups > Physical and Analytical Chemistry (former - to 2017) Faculty of Science > Research Groups > Synthetic Chemistry (former - to 2017)
Depositing User:	Pure Connector
Date Deposited:	12 Oct 2015 16:00
Last Modified:	19 Oct 2023 01:30
URI:	https://ueaeprints.uea.ac.uk/id/eprint/54683
DOI:	10.1021/acscatal.5b01417

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