A new access to tri(1-naphthyl)phosphine and its catalytically active palladacycles and luminescent Cu(I) complex

Alexander V. Artem'ev, Vladimir A. Kuimov, Elena A. Matveeva, Irina Yu Bagryanskaya, Anastasia I. Govdi, Sergey F. Vasilevsky, Mariana I. Rakhmanova, Dmitry O. Samultsev, Nina K. Gusarova, Boris A. Trofimov

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3 Citations (Scopus)

Abstract

New approach to synthesis of tri(1-naphthyl)phosphine (Np 3 P) and its application for design of new Pd(II) and Cu(I) complexes are reported. This phosphine has been prepared in 32% yield through exhaustive P–H arylation of РН 3 with 1-chloronaphthalene in the superbasic t-BuOK/DMSO system at 70 °C. The Np 3 P was found to readily reacts with chloro-bridged dimers, [(κ 2 -C,N)Pd(μ-Cl)] 22 -C,N = PhCH 2 NMe 2 (2a) or FcCH 2 NMe 2 (2b), to give new mononuclear palladacycles [(κ 2 -C,N)Pd(Np 3 P)Cl] (3, 4), in which metal has a square-planar geometry. These complexes show good catalytic activity in the Sonogashira reaction under low catalyst loadings (2 mol% Pd) and relatively mild conditions. We also synthesized and characterized first Cu(I) complex with Np 3 P, namely, [Cu(phen)(Np 3 P)I], that exhibits red emission (λ max = 650 nm) at room temperature.

Original languageEnglish
Pages (from-to)94-97
Number of pages4
JournalInorganic Chemistry Communications
Volume86
DOIs
Publication statusPublished - 1 Dec 2017
Externally publishedYes

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Keywords

  • Copper(I)
  • Luminescence
  • Palladacycles
  • Phosphine
  • Sonogashira coupling
  • Tri(1-naphthyl)phosphine

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Artem'ev, A. V., Kuimov, V. A., Matveeva, E. A., Bagryanskaya, I. Y., Govdi, A. I., Vasilevsky, S. F., Rakhmanova, M. I., Samultsev, D. O., Gusarova, N. K., & Trofimov, B. A. (2017). A new access to tri(1-naphthyl)phosphine and its catalytically active palladacycles and luminescent Cu(I) complex. Inorganic Chemistry Communications, 86, 94-97. https://doi.org/10.1016/j.inoche.2017.09.008