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Regioselective Cleavage of Electron‐Rich Double Bonds in Dienes to Carbonyl Compounds with [Fe(OTf) 2 (mix‐BPBP)] and a Combination of H 2 O 2 and NaIO 4
Author(s) -
Spannring Peter,
Yazerski Vital A.,
Chen Jianming,
Otte Matthias,
Weckhuysen Bert M.,
Bruijnincx Pieter C. A.,
Klein Gebbink Robertus J. M.
Publication year - 2015
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201500213
Subject(s) - chemistry , regioselectivity , olefin fiber , yield (engineering) , cleavage (geology) , catalysis , medicinal chemistry , bond cleavage , organic chemistry , materials science , geotechnical engineering , fracture (geology) , engineering , metallurgy
A method for the regioselective transformation of dienes to carbonyl compounds has been developed. Electron‐rich olefins react selectively to yield valuable aldehydes and ketones. The method is based on the catalyst [Fe(OTf) 2 (mix‐BPBP)] with an oxidant combination of H 2 O 2 (1.0 equiv.) and NaIO 4 (1.5 equiv.); it uses mild conditions and short reaction times, and it outperforms other olefin cleavage methodologies.