Premium
Continuous Flow System with a Polymer‐Supported Dirhodium(II) Catalyst: Application to Enantioselective Carbonyl Ylide Cycloaddition Reactions
Author(s) -
Takeda Koji,
Oohara Tadashi,
Shimada Naoyuki,
Nambu Hisanori,
Hashimoto Shunichi
Publication year - 2011
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.201102733
Subject(s) - ylide , cycloaddition , enantioselective synthesis , chemistry , continuous flow , styrene , copolymer , catalysis , monomer , intermolecular force , trifluoromethyl , combinatorial chemistry , polymer chemistry , polymer , organic chemistry , molecule , physics , mechanics , alkyl
The immobilization of [Rh 2 ( S ‐PTTL)( S ‐TCPTTL) 3 ] (PTTL = N ‐phthaloyl‐ tert ‐leucinate, TCPTTL= N ‐tetrachlorophthaloyl‐ tert ‐leucinate) has been accomplished by copolymerization of the Rh II ‐complex‐containing monomer with 2‐(trifluoromethyl)styrene and a flexible cross‐linker. The immobilized catalyst promoted intermolecular carbonyl ylide cycloaddition reactions in CF 3 C 6 H 5 under continuous flow conditions, where high yields as well as high levels of enantioselectivity and turnover number were achieved.