Stabilization of Unstable Organophosphorus Compounds by Steric Protection

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  • INAMOTO Naoki
    Department of Chemistry, Faculty of Science, The University of Tokyo

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Other Title
  • 立体保護による不安定リン化学種の安定化
  • リッタイ ホゴ ニ ヨル フアンテイ リン カガクシュ ノ アンテイカ

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Abstract

A bulky group can protect a reaction center of the generally unstable chemical species from the oligomerization of the species because of the large steric hindrance. This method'is very suitable to determine the physical properties without a perturbation from any electronic effect. In this review paper, using very bulky groups such as 2, 4, 6-tri-t-butOphenyl group (thereafter abbreviated as Ar) as sterically protecting group, symmetric and unsymm etric diphosphenes (ArP. PAr'), the corresponding oxide (ArP=P(0)Ar) and sulfides (ArP=P(S)Ar'), diphosphane (ArPH-PHAr), phosphaethylenes (ArP=CRR'), dithioxophosphorane (ArPS2), iminomethylenephosphine (ArP=C=N-Ph), 1-phospha- (ArP=C=CPh2), and 1, 3 diphosphaallenes (ArP=C=PAr) were isolated as stable compounds and characterized.<BR>Addition of halogens, oxidation, sulfurization, selenization, reducti on, nucleophilic additions of hydride 'ion and butyllithium, and formation of VIB metal carbonyl complexes for diphosphenes, and photoisomerization, sulfurization, reduction, and formation of VIB metal carbonyl complexes for phosphaethylenes, 1-phospha-, and 1, 3-diphosphaallenes were investi gated. In some cases, the structures and stabilities of the simplest model compounds were calculated using ab initio MO method and compared with the observed results.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1987 (7), 1108-1117, 1987-07-10

    The Chemical Society of Japan

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