A non-cross-linked soluble polystyrene-supported ruthenium catalyst for carbenoid transfer reactions.
Ruthenium nanoparticles supported on non-cross-linked soluble polystyrene were prepared by reacting [RuCl(2)(C(6)H(5)CO(2)Et)](2) with polystyrene in open air. They effectively catalyze intra- and intermolecular carbenoid insertion into C-H and N-H bonds, alkene cyclopropanation, and ammonium ylide/[2,3]-sigmatropic rearrangement reactions. This supported ruthenium catalyst is much more reactive than [RuCl(2)(p-cymene)](2) and [Ru(Por)CO] for catalytic intermolecular carbenoid C-H bond insertion into saturated alkanes. By using alpha-diazoacetamide as a substrate for intramolecular carbenoid C-H insertion, the supported ruthenium catalyst can be recovered and reused for ten successive iterations without significant loss of activity.
Choi
Matthew Kwok-Wai
MK
Department of Chemistry and Open Laboratory of Chemical Biology, Institute of Molecular Technology for Drug Discovery and Synthesis, The University of Hong Kong, Pokfulam Road, Hong Kong, China.
Yu
Wing-Yiu
WY
So
Man-Ho
MH
Zhou
Cong-Ying
CY
Deng
Qing-Hai
QH
Che
Chi-Ming
CM
D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D003432:Cross-Linking Reagents / Q000737:chemistry; D003521:Cyclopropanes / Q000737:chemistry; D053768:Metal Nanoparticles / Q000737:chemistry / Q000648:ultrastructure; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D046529:Microscopy, Electron, Transmission; D015394:Molecular Structure; D011137:Polystyrenes / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D012995:Solubility; D013057:Spectrum Analysis
D000475:Alkenes; D003432:Cross-Linking Reagents; D003521:Cyclopropanes; D011137:Polystyrenes; C030011:carbene; D012428:Ruthenium; C030797:cyclopropane; D008697:Methane