Photocatalytic carbanion generation - benzylation of aliphatic aldehydes to secondary alcohols

Donabauer, Karsten and Maity, Mitasree and Berger, Anna Lucia and Huff, Gregory S. and Crespi, Stefano and Koenig, Burkhard (2019) Photocatalytic carbanion generation - benzylation of aliphatic aldehydes to secondary alcohols. CHEMICAL SCIENCE, 10 (19). pp. 5162-5166. ISSN 2041-6520, 2041-6539

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Abstract

We present a redox-neutral method for the photocatalytic generation of carbanions. Benzylic carboxylates are photooxidized by single electron transfer; immediate CO2 extrusion and reduction of the in situ formed radical yields a carbanion capable of reacting with aliphatic aldehydes as electrophiles giving the Grignard analogous reaction product.<bold> </bold>

Item Type: Article
Uncontrolled Keywords: RADICAL-ADDITION; ELECTROPHILIC OLEFINS; REDUCTION POTENTIALS; PHOTOREDOX CATALYSIS; TITANIUM TRICHLORIDE; TRANSITION-METAL; CARBONYL CARBON; LIGHT; HALIDES; DECARBOXYLATION;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 08 Apr 2020 07:39
Last Modified: 08 Apr 2020 07:39
URI: https://pred.uni-regensburg.de/id/eprint/26988

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