1-phenyl-2,2-bis(trimethylsilyl)-1-phosphaethene | 78928-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-phenyl-2,2-bis(trimethylsilyl)-1-phosphaethene
• 英文别名: P-phenyl-C,C-bis(trimethylsilyl)methylenephosphine；Phenylphosphan；phenylphosphine；Phosphine, [bis(trimethylsilyl)methylene]phenyl-；bis(trimethylsilyl)methylidene-phenylphosphane
• CAS: 78928-41-3
• 化学式: C₁₃H₂₃PSi₂
• 分子量: 266.47
• InChiKey: OKDQXKBZZVZGAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  1-phenyl-2,2-bis(trimethylsilyl)-1-phosphaethene 以 正戊烷 、 苯 为溶剂， 反应 24.0h， 生成 1,2,2-Triphenyl-3,3-bis(trimethylsilyl)phosphiran
  参考文献：
  名称：

  Appel, Rolf; Gaitzsch, Thomas; Knoch, Frank, Chemische Berichte, 1986, vol. 119, # 6, p. 1977 - 1985

  摘要：

  DOI：
• 作为产物：
  描述：

  Chlorphenylphosphan 在 lithium 作用下， 以 四氢呋喃 为溶剂， 生成 1-phenyl-2,2-bis(trimethylsilyl)-1-phosphaethene
  参考文献：
  名称：

  Phospha-alkene durch thermische, basen- oder metall-induzierte eliminierung

  摘要：

  DOI：

  10.1016/s0040-4039(01)92391-3

文献信息

• Ene reactions of a phosphaalkene as enophile
  作者：Masato Suzuki、Katsuhiko Sho、Katsuhide Otani、Tetsuya Haruyama、Takeo Saegusa

  DOI：10.1039/c39940001191

  日期：——

  The phosphaalkene phenyl[bis(trimethylsilyl)methylene]phosphine reacts readily with α,α-disubstituted alkenes containing allylic hydrogens to yield the ene reaction products.

  膦叶立德苯[双(三甲硅基)亚甲基]膦与含有烯丙基氢的α,α-二取代烯烃反应，容易生成偶联反应产物。
• Ruban, A. V.; Kachkovskaya, L. S.; Povolotzkii, M. I., Journal of general chemistry of the USSR, 1989, vol. 59, # 9.2, p. 1910 - 1911
  作者：Ruban, A. V.、Kachkovskaya, L. S.、Povolotzkii, M. I.、Romanenko, V. D.、Markovskii, L. N.

  DOI：——

  日期：——
• Langhans, Klaus P.; Stelzer, Othmar, Chemische Berichte, 1987, vol. 120, p. 1707 - 1712
  作者：Langhans, Klaus P.、Stelzer, Othmar

  DOI：——

  日期：——
• ——
  作者：B. G. Kimel"、V. V. Tumanov、V. I. Faustov、V. M. Promyslov、M. P. Egorov、O. M. Nefedov

  DOI：10.1023/a:1020943913739

  日期：——

  Reactions of a number of germylenes and dimethylsilylene with a phosphaalkene, 2,2-bis(uimethylsilyl)-1-phenyl-1-phosphaethene (1),,were studied. The reaction of short-lived dimethylgermylene with 1 produced a phosphagermirane 3 (the first representative of a new class of heterocyclic compounds). Compound 3 was characterized m solution by H-1, C-13, P-31, and Si-29 NMR spectroscopy Subsequent reaction of 3 with dimethylgermylene rmltsin2,2,3,3-tetramethyl-4,4-bis(trimethylsilyl)-1-phenyl-2,3-digerma-1-phosphacyclo-butane 4, which has not been reported so far. In order to rationalize different reactivities of germylenes towards alkenes and phosphaalkenes, the addition products of GeH2 to ethylene and phosphaethene (HP=CH2) were studied using the G2 computational scheme and DFT PBE technique. The adducts of GeMe2 (GeCl2) with HP=CH2, and of GeMe2 with PhP=C(SiH3)(2) were also calculated by the DFF PBE method. According to calculations, the exothermicity, DeltaE of cycloaddition of GeH2 and GeMe2 to the phosphaalk-enes HP=CH2 and PhP=C(SiH3)(2) (43.5-39.7 k-cal mol(-1)) is nearly twice as high as the exothermicity of cycloaddition of these germylenes to ethylene In addition to the minimum corresponding to the three-membered cycle, a number of minima corresponding to quite stable donor-acceptor complexes in which the Ge atom. is coordinated by the lone electron pair of the P atom in the phosphaalkene molecule were located on the potential energy surface of the gennylene-phosphaalkene system. The complexation energy of the complex of GeH2 (GeMe2) with, phosphaethene is 25.0 (16.9) kcal mol(-1). For GeCl2, the exothermicity of cycloaddition to HP=CH2 decreases to 7.6 kcal mol(-1) and the complexation energy decreases to 8.2 kcal mol(-1).
• RUBAN, A. V.;KACHKOVSKAYA, L. S.;POVOLOTSKIJ, M. I.;ROMANENKO, V. D.;MARK+, ZH. OBSHCH. XIMII, 59,(1989) N, S. 2131-2132
  作者：RUBAN, A. V.、KACHKOVSKAYA, L. S.、POVOLOTSKIJ, M. I.、ROMANENKO, V. D.、MARK+

  DOI：——

  日期：——