title: Facile Protocol for Water-Tolerant "Frustrated Lewis Pair"-Catalyzed Hydrogenation.
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)3actually 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.
authors.affiliation: Department of Chemistry, Imperial College London , London, SW7 2AZ, United Kingdom.
authors.forename: Daniel J
authors.initials: DJ
authors.lastname: Scott
authors.affiliation: Energy Materials Laboratory, School of Chemistry, University of East Anglia , Norwich Research Park, Norwich, NR4 7TJ, United Kingdom.
authors.forename: Trevor R
authors.initials: TR
authors.lastname: Simmons
authors.affiliation: Energy Materials Laboratory, School of Chemistry, University of East Anglia , Norwich Research Park, Norwich, NR4 7TJ, United Kingdom.
authors.forename: Elliot J
authors.initials: EJ
authors.lastname: Lawrence
authors.affiliation: Energy Materials Laboratory, School of Chemistry, University of East Anglia , Norwich Research Park, Norwich, NR4 7TJ, United Kingdom.
authors.forename: Gregory G
authors.initials: GG
authors.lastname: Wildgoose
authors.affiliation: Department of Chemistry, Imperial College London , London, SW7 2AZ, United Kingdom.
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Fuchter
authors.affiliation: Department of Chemistry, Imperial College London , London, SW7 2AZ, United Kingdom.
authors.forename: Andrew E
authors.initials: AE
authors.lastname: Ashley
keywords: catalytic hydrogenation; metal-free; solvent effects; water tolerance; “frustrated Lewis pairs”