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

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

New approach to synthesis of tri(1-naphthyl)phosphine (Np3P) 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 РН3 with 1-chloronaphthalene in the superbasic t-BuOK/DMSO system at 70 °C. The Np3P was found to readily reacts with chloro-bridged dimers, [(κ2-C,N)Pd(μ-Cl)]22-C,N = PhCH2NMe2 (2a) or FcCH2NMe2 (2b), to give new mononuclear palladacycles [(κ2-C,N)Pd(Np3P)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 Np3P, namely, [Cu(phen)(Np3P)I], that exhibits red emission (λmax = 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

Keywords

  • Copper(I)
  • Luminescence
  • Palladacycles
  • Phosphine
  • Sonogashira coupling
  • Tri(1-naphthyl)phosphine
  • SOLID-STATE LUMINESCENCE
  • CATALYZED SYNTHESIS
  • RHODIUM COMPLEX
  • CRYSTAL-STRUCTURES
  • BORONIC ACIDS
  • GOLD(I) COMPLEXES
  • PHOSPHITE LIGANDS
  • OLEFIN HYDROGENATION
  • BULKY PHOSPHINE
  • HECK REACTION

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