"Inverse" Frustrated Lewis Pairs: An Inverse FLP Approach to the Catalytic Metal Free Hydrogenation of Ketones

Chemistry : a European Journal
Suresh MummadiClemens Krempner

Abstract

For the first time have boron-containing weak Lewis acids been demonstrated to be active components of Frustrated Lewis Pair (FLP) catalysts in the hydrogenation of ketones to alcohols. Combining the organosuperbase (pyrr)3 P=NtBu with the Lewis acid 9-(4-CF3 -C6 H4 )-BBN generated an "inverse" FLP catalyst capable of hydrogenating a range of aliphatic and aromatic ketones including N-, O- and S-functionalized substrates and bio-mass derived ethyl levulinate. Initial computational and experimental studies indicate the mechanism of catalytic hydrogenation with "inverse" FLPs to be different from conventional FLP catalysts that contain strong Lewis acids such as B(C6 F5 )3 .

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Citations

Nov 18, 2018·Chemistry : a European Journal·Daniel C ElliottAndreas Pfaltz
Feb 11, 2021·Chemistry : a European Journal·Chamila ManankandayalageClemens Krempner
Apr 3, 2019·Tetrahedron·Brena L Thompson, Zachariah M Heiden
Jan 15, 2019·Chemical Reviews·Marc-André LégaréHolger Braunschweig
Oct 13, 2021·Chemistry : a European Journal·Kevin SchwedtmannFelicitas Lips

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