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Direct Access to Inversely Polarized Phosphaalkenes from Elemental Phosphorus or Polyphosphides
Author(s) -
CicačHudi Mario,
Bender Johannes,
Schlindwein Simon Hugo,
Bispinghoff Mark,
Nieger Martin,
Grützmacher Hansjörg,
Gudat Dietrich
Publication year - 2016
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201501017
Subject(s) - chemistry , halide , steric effects , phosphorus , medicinal chemistry , nuclear magnetic resonance spectroscopy , spectroscopy , inorganic chemistry , organic chemistry , physics , quantum mechanics
Phosphorus‐containing multiple‐bond systems have received great interest in various applications but often require elaborate syntheses and special precursors. In this paper, we describe simple methods for the synthesis of imidazoyl phosphinidenes and bis(imidazolyl)–P(I) halides from elemental phosphorus or the heptaphosphides Na 3 P 7 and (Me 3 Si) 3 P 7 . The reactions of imidazolium salts with KO t Bu and P 4 afford mixtures of imidazoyl phosphinidenes and P n compounds and, for N‐methylated imidazolium salts, also bis(imidazolyl)–P(I) halides. NMR spectroscopy studies revealed the formation of a bis(imidazoyl)‐substituted tetraphosphatriene and the bicyclic anion HP 4 – as transient intermediates and indicated the participation of t BuOH in the formation of imidazoyl phosphinidenes. Na 3 P 7 and (Me 3 Si) 3 P 7 can be obtained from P 4 and P red in excellent yields by a safe and simple method and are versatile precursors for the synthesis of imidazoyl phosphinidenes with varying steric demand.