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Reactivity Enhancement for Chiral Dirhodium(II) Tetrakis(Carboxamidates)
Author(s) -
Doyle Michael P.,
Hu Wenhao,
Phillips Iain M.,
Moody Christopher J.,
Pepper Adrian G.,
Slawin Alexandra G. Z.
Publication year - 2001
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/1615-4169(20010129)343:1<112::aid-adsc112>3.0.co;2-m
Subject(s) - chemistry , cyclopropanation , reactivity (psychology) , ylide , diazo , catalysis , carboxylate , selectivity , decomposition , medicinal chemistry , combinatorial chemistry , organic chemistry , medicine , alternative medicine , pathology
Difluorinated ligands from azetidinone‐4‐carboxylates and pyrrolidinone‐5‐carboxylate have been prepared, substituted onto dirhodium(II), and the reactivities and selectivities of the resulting catalysts have been examined. The fluorinated catalysts exhibit enhanced reactivity towards diazo decomposition but diminished enantioselectivities for cyclopropanation. Selectivity for ylide formation and rearrangement or Si‐H insertion is enhanced or similar to that with unfluorinated analogues.