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2 results on '"Ashley AE"'

1. Nonmetal catalyzed hydrogenation of carbonyl compounds.

Author

Scott DJ, Fuchter MJ, and Ashley AE

Subjects
Catalysis, Dioxanes chemistry, Hydrogenation, Aldehydes chemistry, Ketones chemistry, Lewis Acids chemistry
Abstract

Solutions of the Lewis acid B(C6F5)3 in 1,4-dioxane are found to effectively catalyze the hydrogenation of a variety of ketones and aldehydes. These reactions, the first to allow entirely metal-free catalytic hydrogenation of carbonyl groups under relatively mild reaction conditions, are found to proceed via a "frustrated Lewis pair" mechanism in which the solvent, a weak Brønsted base yet moderately strong donor, plays a pivotal role.

Published
2014
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2. Direct reductive amination of carbonyl compounds catalyzed by a moisture tolerant Tin (IV) Lewis acid

Author

Ashley, AE, Fuchter, MJ, Tighe, C, Allcock, N, Scott, D, Sapsford, J, The Royal Society, and Engineering & Physical Science Research Council (EPSRC)

Subjects
Science & Technology, NITRILES, Organic Chemistry, Chemistry, Organic, 0904 Chemical Engineering, AMINES, B(C6F5)(3), catalytic hydrogenation, reductive amination, 0305 Organic Chemistry, "frustrated Lewis pairs', Chemistry, Applied, ACTIVATION, Chemistry, FACILE PROTOCOL, tin, Physical Sciences, KETONES, 0302 Inorganic Chemistry, PAIR HYDROGENATION, DIHYDROGEN, water tolerance, ALDEHYDES
Abstract

Despite the ever-broadening applications of main-group ‘frustrated Lewis pair’ (FLP) chemistry to both new and established reactions, their typical intolerance of water, especially at elevated temperatures (>100 °C), represents a key barrier to their mainstream adoption. Herein we report that FLPs based on the Lewis acid iPr3SnOTf are moisture tolerant in the presence of moderately strong nitrogenous bases, even under high temperature regimes, allowing them to operate as simple and effective catalysts for the reductive amination of organic carbonyls, including for challenging bulky amine and carbonyl substrate partners.

Published
2017

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