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|Section2= |Section3= }} ''tert''-Butylphosphaacetylene is an organophosphorus compound. Abbreviated ''t''-BuCP, it was the first example of an isolable phosphaalkyne. Prior to its synthesis, the double bond rule had suggested that elements of Period 3 and higher were unable to form double or triple bonds with lighter main group elements because of weak orbital overlap. The successful synthesis of ''t''-BuCP discredited much of the double bond rule and opened new studies into the formation of unsaturated phosphorus compounds. ==Synthesis and reactions== The synthesis of ''t''-BuCP entails the reaction of pivaloyl chloride and P(SiMe3)3. The reaction proceeds via the intermediacy of a bis(trimethylsilyl)pivaloylphosphine, which undergoes a 1,3-silyl shift to form E- or Z-phosphoalkene isomers. Carrying out the phosphoalkene reaction at 120-200 °C in the presence of catalytic amounts of solid NaOH forms the final ''t''-BuCP product.〔Becker, Gerd; Gresser, Gudrun; Uhl, Werner. "2,2-Dimethylpropylidinphosphan, eine stabile Verbindung mit einem Phosphoratom der Koordinationszahl 1." Zeitschrift fuer Naturforschung, Teil B:Anorganische Chemie, Organische Chemie 1981, 36, 16.〕 :Me3CC(O)Cl + P(SiMe3)3 → Me3CC(O)P(SiMe3)2 + Me3SiCl :Me3CC(O)P(SiMe3)2 → Me3CCP + O(SiMe3)2 抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)』 ■ウィキペディアで「Tert-Butylphosphaacetylene」の詳細全文を読む スポンサード リンク
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