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Selective Catalytic Behavior of a Phosphine‐Tagged Metal‐Organic Framework Organocatalyst
Author(s) -
Xu Xiaoying,
Rummelt Stephan M.,
Morel Flavien L.,
Ranocchiari Marco,
van Bokhoven Jeroen A.
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201404498
Subject(s) - steric effects , phosphine , chemistry , catalysis , metal organic framework , organocatalysis , selectivity , combinatorial chemistry , organic chemistry , enantioselective synthesis , adsorption
Steric hindrance by a metal–organic framework (MOF) is shown to influence the outcome of a catalytic reaction by controlling the orientation of its intermediates. This is demonstrated using an organocatalyst, phosphine MOF LSK‐3, which is evaluated with the aid of molecular modeling and NMR spectroscopy techniques. This report is the first application of phosphine MOFs in organocatalysis and explores the potential of a framework steric hindrance to impose selectivity on a catalytic reaction. These findings expand the opportunities for control and design of the active site in the pocket of heterogeneous catalysts.