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Metal‐Free Reductive Cleavage of Benzylic Esters and Ethers: Fragmentations Result from Single and Double Electron Transfers
Author(s) -
Doni Eswararao,
O'Sullivan Steven,
Murphy John A.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201208066
Subject(s) - cleavage (geology) , chemistry , radical , electron , metal , electron transfer , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , materials science , physics , nuclear physics , fracture (geology) , composite material
The mechanisms for the reductive cleavage of benzylic esters and ethers by neutral organic electron donor 1 are different (see scheme). Products isolated from the cleavage of benzylic ethers result from the transfer of two electrons, without the intermediacy of benzyl radicals, which are believed to be intermediates in the reductive cleavage of benzylic esters.