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Studies on Chemistry of Diphosphenes　Bearing 1,1'-Binaphthyl Groups: Synthesis, Complexation, and Catalytic Activities

浦 里華子 大阪府立大学 DOI:info:doi/10.24729/00017774

2022.07.21

概要

Phosphorus chemistry has rapidly advanced in the last two decades due to a plethora of intriguing properties, such as coordination ability to transition metals and their chiral environments.1 Trivalent organophosphorus compounds, such as phosphine, phosphite, and phosphoramidite, are some of the most intensively investigated compounds as ligands because of their strong coordination ability to transition metals and/or their chiral environments derived from the high inversion barrier. The development of new ligands that exhibit high catalytic activities has posed a continuous challenge in modern organic syntheses.

In phosphorus chemistry, not only trivalent organophosphorus compounds but low- coordinate phosphorus species, such as phosphaalkenes, phosphinines, phosphaalkynes, diphosphenes, also have been investigated. 2 These species have low-lying LUMO level derived from the π* orbital of the multiple bond between phosphorus atom and carbon atom or phosphorus atoms. Therefore, these are promising candidates for ligands of transition metal catalyzed reactions. In fact, phosphaalkene ligands, and phosphinine ligands are utilized in transition-metal-catalyzed organic transformations including asymmetric reactions. 3,4a,b,5

Diphosphene having a P=P double bond in the molecule is also a promising candidate due to its significantly low-lying P=P π* orbital,6,7 which should enhance the π-accepting character of the transition metal. A variety of diphosphene transition-metal complexes featuring η1- or η2-type coordination modes have been explored6a,d,8 even before the isolation of the first example of diphosphene, Mes*P=PMes* (Mes* = 2,4,6-tri-tert-butylphenyl).9 In 2009, Protasiewicz and co- workers reported the first isolation of the gold(I) complexes of Mes*P=PMes*, where one or both lone pairs on the phosphorus atoms coordinate to the gold atoms in an η1-fashion.10 However, it has never been investigated for the use of a diphosphene complex as a ligand for catalytic organic transformations.11 The author have developed diphosphene ligands bearing 1,1’-binaphtyhl group to apply to transition metal catalyzed reactions. In this chapter, the author describe diphosphenes, calatytic reaction using low-coordinated phosphorus ligands.

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参考文献

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