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Benign Catalysis with Iron: Unique Selectivity in Catalytic Isomerization Reactions of Olefins
Author(s) -
Jennerjahn Reiko,
Jackstell Ralf,
Piras Irene,
Franke Robert,
Jiao Haijun,
Bauer Matthias,
Beller Matthias
Publication year - 2012
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201100404
Subject(s) - catalysis , isomerization , chemistry , extended x ray absorption fine structure , selectivity , homogeneous catalysis , heterogeneous catalysis , metal , photochemistry , reaction mechanism , combinatorial chemistry , organic chemistry , absorption spectroscopy , physics , quantum mechanics
The use of noble metal catalysts in homogeneous catalysis has been well established. Due to their price and limited availability, there is growing interest in the substitution of such precious metal complexes with readily available and bio‐relevant catalysts. In particular, iron is a “rising star” in catalysis. Herein, we present a general and selective iron‐catalyzed monoisomerization of olefins, which allows for the selective generation of 2‐olefins. Typically, common metal complexes give mixtures of various internal olefins. Both bulk‐scale terminal olefins and functionalized terminal olefins give the corresponding products under mild conditions in good to excellent yields. The proposed reaction mechanism was elucidated by in situ NMR studies and supported by DFT calculations and extended X‐ray absorption fine structure (EXAFS) measurements.