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Recyclable Dirhodium Catalysts Embedded in Nanoporous Surface‐Functionalized Organosilica Hosts for Carbenoid‐Mediated Cyclopropanation Reactions
Author(s) -
Dikarev Evgeny V.,
Kumar D. Krishna,
Filatov Alexander S.,
Anan Abhishek,
Xie Youwei,
Asefa Tewodros,
Petrukhina Marina A.
Publication year - 2010
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201000142
Subject(s) - cyclopropanation , carbenoid , catalysis , reactivity (psychology) , chemistry , mesoporous silica , nanoporous , amine gas treating , carboxylate , heterogeneous catalysis , selectivity , substrate (aquarium) , combinatorial chemistry , lewis acids and bases , organic chemistry , mesoporous material , rhodium , medicine , oceanography , alternative medicine , pathology , geology
Recyclable and efficient heterogeneous catalysts have been prepared by embedding dirhodium(II,II) core carboxylate complexes into the amine‐functionalized nanosized channels of a mesoporous silica host, amine–SBA‐15. Two alternative synthetic procedures for the preparation of the catalysts have been developed and adapted for the immobilization of dirhodium complexes of variable Lewis acidity. The catalytic activity of the resulting solid materials has been evaluated in model cyclopropanation reactions of styrene at variable reaction conditions (reaction substrate, temperature, time, and solvent). Importantly, the designed catalysts, which can be readily recovered and reused, display the reactivity and selectivity profiles exceeding or comparable to their homogeneous dirhodium(II) counterparts.