methylpentaphenylcarbodiphosphorane | 94477-72-2

• 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: methylpentaphenylcarbodiphosphorane
• 英文别名: Methyl-diphenyl-[(triphenyl-lambda5-phosphanylidene)methylidene]-lambda5-phosphane；methyl-diphenyl-[(triphenyl-λ5-phosphanylidene)methylidene]-λ5-phosphane
• CAS: 94477-72-2
• 化学式: C₃₂H₂₈P₂
• 分子量: 474.522
• InChiKey: MXOJIBKCBHCZTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 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：

  methyl(triphenylphosphine)gold(I) 、 methylpentaphenylcarbodiphosphorane 以 二氯甲烷 为溶剂， 以86%的产率得到
  参考文献：
  名称：

  Schmidbaur, Hubert; Scherbaum, Franz; Huber, Brigitte, Angewandte Chemie, 1988, vol. 100, p. 441 - 443

  摘要：

  DOI：
• 作为产物：
  描述：

  <(Diphenylphosphino)methylen>triphenylphosphoran 在 sodium amide 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 methylpentaphenylcarbodiphosphorane
  参考文献：
  名称：

  Schmidbaur, Hubert; Herr, Rudolf; Zybill, Christian E., Chemische Berichte, 1984, vol. 117, # 12, p. 3374 - 3380

  摘要：

  DOI：

文献信息

• Diaminocarbene and Phosphonium Ylide Ligands: A Systematic Comparison of their Donor Character
  作者：Yves Canac、Christine Lepetit、Mohammed Abdalilah、Carine Duhayon、Remi Chauvin

  DOI：10.1021/ja801159v

  日期：2008.7.1

  The coordinating properties of the diaminocarbene (A) and phosphonium ylide (B) ligand types have been investigated systematically through a test family of C,C-chelating ligands containing two moieties of either kind. The overall character of o-C(6)H(4)A(a)B(b) ligands (a + b = 2) has been analyzed from the IR CO stretching frequencies of isostructural complexes [(eta(2)-C(6)H(4)A(a)B(b))Rh(CO)(2)][TfO]. The test moieties A = NC2H2N+(Me)C- and B = Ph2P+CH2- were first considered. While the ligands bearing at least one diaminocarbene end (AA, a = 2 and AB, a = 1) could be generated (and trapped by complexation), the bis-ylide case BB (a = 0) proved to be awkward: treatment of the dication C6H4(P+Ph2Me)(2) with n-BuLi indeed lead to the Schmidbaur's carbodiphosphorane Ph3P=C=PPh2Me, through an unprecendented ylido-pentacoordinated phosphorane which could be fully characterized by NMR techniques. The bis-ylide ligand type C6H4B2 could however be generated by bridging the phosphonium methyl groups by a methylene link (B-2 = (P+Ph2CH-)(2)CH2), preventing the formation of the analogous highly strained carbodiphosphorane. The three complexes [(eta(2)-C(6)H(4)A(a)B(b))Rh(CO)(2)][TfO] were fully characterized, including by X-ray diffraction analysis and Rh-103 NMR spectroscopy. Comparison of their IR spectra indicated that the A(2) type bis-NHC ligand is less donating than the hybrid AB type, which is itself less donating than the B-2 type bis-ylide ligand. The excellent linear variation of the nu(CO) frequencies vs a (= 0, 1, 2) shows that the coordinating moieties act in a pseudoindependent way. This was confirmed by DFT calculations at the B3PW91/6-31G(star star)/LANL2DZ(star)(Rh) level. It is therefore demonstrated that a phosphonium ylide ligand is a stronger donor than a diaminocarbene ligand.
• SCHMIDBAUR, H.;HERR, R.;ZYBILL, CH. E., CHEM. BER., 1984, 117, N 12, 3374-3380
  作者：SCHMIDBAUR, H.、HERR, R.、ZYBILL, CH. E.

  DOI：——

  日期：——
• Schmidbaur, Hubert; Herr, Rudolf; Zybill, Christian E., Chemische Berichte, 1984, vol. 117, # 12, p. 3374 - 3380
  作者：Schmidbaur, Hubert、Herr, Rudolf、Zybill, Christian E.

  DOI：——

  日期：——
• Schmidbaur, Hubert; Scherbaum, Franz; Huber, Brigitte, Angewandte Chemie, 1988, vol. 100, p. 441 - 443
  作者：Schmidbaur, Hubert、Scherbaum, Franz、Huber, Brigitte、Mueller, Gerhard

  DOI：——

  日期：——