5,6-carboranylene-1,1,4,4-tetramethyl-2-phenyl-3-trimethylsilyl-1,4-disilacyclohex-2-ene | 268226-42-2

• 英文名称: 5,6-carboranylene-1,1,4,4-tetramethyl-2-phenyl-3-trimethylsilyl-1,4-disilacyclohex-2-ene
• CAS: 268226-42-2
• 化学式: C₁₇H₃₆B₁₀Si₃
• 分子量: 432.839
• InChiKey: XZXBYXZFIWIKAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 环数：
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• sp3杂化的碳原子比例：
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反应信息

• 作为产物：
  描述：

  1,2-bis(dimethylsilyl)-o-carborane 、 苯基乙炔基三甲基硅烷 在 (PEt3)2Ni[o-(SiMe2)2-C2B10H10] 作用下， 以 甲苯 为溶剂， 以62%的产率得到5,6-carboranylene-1,1,4,4-tetramethyl-2-phenyl-3-trimethylsilyl-1,4-disilacyclohex-2-ene
  参考文献：
  名称：

  A Bis(silyl)nickel Complex Containing an o-Carboranylene and Its Application in Facile Double Silylation of Alkynes and Alkenes

  摘要：

  The reaction of 1,2-bis(dimethylsilyl)carborane (1) with Ni(PEt3)(4) yielded the cyclic bis-(silyl)nickel complex (2). 2 was found to be a good catalyst for the double silylation reaction of alkynes and alkenes. Thus, the reaction of 1 with RC=CR' in the presence of a catalytic amount of 2 afforded the six-membered disilylene ring compounds o-B10H10C2(SiMe2)(2)(RC=CR') (R = R'= Ph (3); R = Ph, R'= H (4); R = R'= Pt (5); R = Ph, R'= Me (6); R = R'= Me (7)). In contrast, the reaction of 1-phenyl-2-(trimethylsilyl)acetylene with 1 in the presence of a catalytic amount of 2 afforded the six-membered disilylene ring compound (9) and the five-membered disilylene ring compound (10). The stoichiometric reaction of 2 with an active alkyne such as dimethyl acetylenedicarboxylate gave the six-membered disilylene ring compound (11). The intermedate 2 also was found to be a good catalyst for the double silylation of some alkenes. Thus, the reaction of 1 with 4-vinylanisole in the presence of a catalytic amount of 2 afforded the five-membered disilylene ring compound (15). However, treatment of 1 with 1,1-diphenylethylene under the same reaction conditions yielded a different type of five-membered disilylene ring compound (17). The reaction of 1 with 2,3-dimethylbutadiene in the presence of the nickel catalyst also was studied. The crystal structures of 2, 9, and 14 are described.

  DOI：

  10.1021/om990915q