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Paraformaldehyde and Methanol as C 1 Feedstocks in Metal‐Catalyzed CC Couplings of π‐Unsaturated Reactants: Beyond Hydroformylation
Author(s) -
Sam Bran,
Breit Bernhard,
Krische Michael J.
Publication year - 2015
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.201407888
Subject(s) - hydroformylation , paraformaldehyde , regioselectivity , catalysis , methanol , iridium , chemistry , ruthenium , rhodium , metal , photochemistry , organic chemistry
Abstract Ruthenium‐catalyzed reductive couplings of paraformaldehyde with dienes, alkynes, and allenes provide access to products of hydrohydroxymethylation that cannot be formed selectively under the conditions of hydroformylation. In certain cases, the regioselectivity of the CC coupling can be inverted by using nickel catalysts. With iridium catalysts, methanol engages in redox‐neutral regioselective hydrohydroxymethylations.