Rational design of novel ligands for environmentally benign cross-coupling reactions
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Date
2011
Journal Title
Journal ISSN
Volume Title
Publisher
Walter de Gruyter
Abstract
Transition-metal (TM) complexes of new phosphines, readily prepared by a straight forward three-step modular synthesis, were successfully employed in difficult crosscoupling reactions conducted under mild conditions (water, “open-flask”, low temperature) that aspire to meet green chemistry criteria. High yielding catalyzed by bismuth or rhodium complexes oxidative arylation of naphthoquinone gave the key 2-arylnaphthoquinone intermediates for facile bismuth triflate-catalyzed Michael addition of secondary phosphine oxides. Subsequent O-methylation and reductions of the resulting products gave access to the target air-stable phosphine ligands in good overall yields (up to 60 %).
Description
Keywords
asymmetric catalysis, C,P-complexation cross-coupling, green chemistry, phosphorus ligands
Citation
"Pure and Applied Chemistry", 2011, Vol. 83, nr 3, s. 633-644