dibutylphenylsilane | 65105-83-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: dibutylphenylsilane
• 英文别名: di-n-butylphenylsilane；Dibutyl(phenyl)silane
• CAS: 65105-83-1
• 化学式: C₁₄H₂₄Si
• 分子量: 220.43
• InChiKey: HEPIALDKPHHPNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.72
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  dibutylphenylsilane 在 (hydridotris(3,5-dimethylpyrazolyl)borate)PtMe₂H 作用下， 以 环己烷 为溶剂， 反应 72.0h， 以31%的产率得到1-n-butyl-1-phenylsilacyclopentane
  参考文献：
  名称：

  Intermolecular and Intramolecular, Platinum-Catalyzed, Acceptorless Dehydrogenative Coupling of Hydrosilanes with Aryl and Aliphatic Methyl C−H Bonds

  摘要：

  Intermolecular acceptorless dehydrogenative coupling of silanes with arene C-H bonds and intramolecular coupling of silanes with aryl and alkyl C-H bonds occur in good yield in the presence of 5 mol % of TpMe2PtMe2H (TpMe2 = hydridotris(3,5-dimethylpyrazolyl)borate) and related platinum(IV) complexes. The intermolecular reactions of arenes occurred with both trialkyl and dialkylaryl silanes. Intramolecular reactions of dialkylsilylalkylarenes occurred at aryl C-H bonds, and reactions of tributylsilane or dibutylphenylsilane occurred intramolecularly at the aliphatic, primary C-H bond. The reactions of arenes occurred preferentially at the least sterically hindered C-H bonds and preferentially with more electron-poor arenes. Crossover experiments and the lack of reactivity of the arylsilanes with H2 imply that the dehydrogenative silylation of arenes can be irreversible, even in a closed reaction vessel.

  DOI：

  10.1021/ja050612p
• 作为产物：
  描述：

  Sodium;8-phenyl-8,8'-spirobi[7,9-dioxa-8-silanuidabicyclo[4.3.0]nona-1,3,5-triene] 、 正丁基锂 以57%的产率得到
  参考文献：
  名称：

  BOUDIN A.; CERVEAU G.; CHUIT C.; CORRIU J. P.; REYE C., ANGEW. CHEM., 98,(1986) N 5, 472-473

  摘要：

  DOI：

文献信息

• Reactivity of Hypervalent Species: Reactions of Anionic Penta-Coordinated Silicon Complexes towards Nucleophiles
  作者：Alain Boudin、Geneviève Cerveau、Claude Chuit、Robert J. P. Corriu、Catherine Reye

  DOI：10.1246/bcsj.61.101

  日期：1988.1

  The reactivity of anionic penta-coordinated silicon complexes [RSi(O2C6H4-o)2]−Na+ 1 with nucleophilic reagents has been studied. 1 can be reduced to organosilanes RSiH3 by metallic hydrides. Reactions with an excess of Grignard or organolithium reagents (R′MgX or R′Li) gave tetraorganosilanes RSiR′3. When only two molar equivalents of Grignard reagents (R′MgX) or lithium reagents (R′Li) are added

  已经研究了阴离子五配位硅配合物 [RSi(O2C6H4-o)2]-Na+1 与亲核试剂的反应性。1 可以被金属氢化物还原为有机硅烷 RSiH3。与过量的格氏试剂或有机锂试剂（R'MgX 或 R'Li）反应得到四有机硅烷 RSiR'3。当仅将两摩尔当量的格氏试剂 (R'MgX) 或锂试剂 (R'Li) 添加到配合物 1 时，可以制备功能性硅烷 RR'2SiX。
• Boudin, Alain; Cerveau, Genevieve; Chuit, Claude, Angewandte Chemie, 1986, vol. 98, # 5, p. 472 - 473
  作者：Boudin, Alain、Cerveau, Genevieve、Chuit, Claude、Corriu, Robert J. P.、Reye, Catherine

  DOI：——

  日期：——
• BOUDIN, ALAIN;CERVEAU, GENEVIEVE;CHUIT, CLAUDE CORRIU ROBERT J. P.;REYE, +, J. ORGANOMET. CHEM., 362,(1989) N, C. 265-272
  作者：BOUDIN, ALAIN、CERVEAU, GENEVIEVE、CHUIT, CLAUDE CORRIU ROBERT J. P.、REYE, +

  DOI：——

  日期：——