A well-defined monomeric aluminum complex as an efficient and general catalyst in the Meerwein-Ponndorf-Verley reduction

Autor:	Brian McNerney, Bruce R. Whittlesey, Clemens Krempner, David B. Cordes
Rok vydání:	2014
Předmět:	inorganic chemicals Steric effects Meerwein–Ponndorf–Verley reduction Organic Chemistry Siloxide General Chemistry Catalysis chemistry.chemical_compound Monomer chemistry Alkoxide Organic chemistry Organic synthesis Selective reduction
Zdroj:	Chemistry (Weinheim an der Bergstrasse, Germany). 20(46)
ISSN:	1521-3765
Popis:	The metal-catalyzed Meerwein-Ponndorf-Verley (MPV) reduction allows for the mild and sustainable reduction of aldehydes and ketones but has not found widespread application in organic synthesis due to the high catalyst loading often required to obtain satisfactory yields of the reduced product. We report here on the synthesis and structure of a sterically extremely overloaded siloxide-supported aluminum isopropoxide capable of catalytically reducing a wide range of aldehydes and ketones (52 examples) in excellent yields under mild conditions and with low catalyst loadings. The unseen activity of the developed catalyst system in MPV reductions is due to its unique monomeric nature and the neutral donor isopropanol weakly coordinating to the aluminum center. The present work implies that monomeric aluminum alkoxide catalysts may be attractive alternatives to transition-metal-based systems for the selective reduction of aldehydes and ketones to primary and secondary alcohols.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::5b4e5cb6bb45ee7a8f4d5d8c02ba3a1a https://pubmed.ncbi.nlm.nih.gov/25284749 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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