Reduction of phenyl silyl acetylenes with lithium: unexpected formation of a dilithium dibenzopentalenide.
Reduction of phenyl silyl acetylenes with lithium: unexpected formation of a dilithium dibenzopentalenide.
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DOI：
10.1002/anie.200604067
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发表时间：
2007-02
影响因子：
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通讯作者：
Masaichi Saito;Michio Nakamura;T. Tajima;M. Yoshioka
中科院分区：
文献类型：
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作者：
Masaichi Saito;Michio Nakamura;T. Tajima;M. Yoshioka
甲硅烷基取代基的庞大程度强烈影响苯基甲硅烷基乙炔的还原模式。例如，用锂处理苯基（三异丙基甲硅烷基）乙炔导致前所未有地形成二苯并戊二烯二锂以及预期的1，4-二硫代-1，3-丁二烯（参见方案），而苯基（叔丁基二甲基甲硅烷基）乙炔的还原仅得到相应的1，4-二硫代-1，3-丁二烯。
(Chemical Equation Presented) The degree of bulkiness of the silyl substituent strongly affects the reduction mode of phenyl silyl acetylenes. For example, the treatment of phenyl (triisopropylsilyl) acetylene with lithium led to the unprecedented formation of a dilithium dibenzopentalenide together with the expected 1, 4-dilithio-1, 3-butadiene (see scheme), whereas the reduction of phenyl (tert-butyldimethylsilyl) acetylene gave only the corresponding 1, 4-dilithio-1, 3-butadiene.