期刊
PURE AND APPLIED CHEMISTRY
卷 84, 期 8, 页码 1759-1769出版社
WALTER DE GRUYTER GMBH
DOI: 10.1351/PAC-CON-11-08-23
关键词
asymmetric catalysis; cross-coupling reactions; helical polymer; helix inversion; hydrosilylation; macromolecular chemistry; organometallic chemistry; palladium catalysis; phosphine ligand; polymerization; switch of chirality
资金
- Japan Science and Technology Corporation (CREST)
- Ministry of Education, Culture, Sports, Science, and Technology, Japan
Single-handed PQXphos, i.e., helical poly(quinoxaline-2,3-diyl)s bearing diarylphosphino pendant groups, served as remarkable chiral ligands in palladium-catalyzed asymmetric hydrosilylation of styrenes and asymmetric biaryl synthesis by Suzuki-Miyaura coupling, affording up to 98 % enantiomeric excess (e.e.) in both reactions. A palladium complex of high-molecular-weight variant (1000mer) of PQXphos could be reused eight times by virtue of the formation of an insoluble polymer complex. PQXphos underwent solvent-dependent inversion of the helical sense, enabling production of either of two enantiomeric products using a single PQXphos.
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