cis-1,5-bis{(diphenylphosphino)methyl}-3-oxabicyclo{3.3.0}octane | 134848-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: cis-1,5-bis{(diphenylphosphino)methyl}-3-oxabicyclo{3.3.0}octane
• 英文别名: [(3aR,6aS)-3a-(diphenylphosphanylmethyl)-3,4,5,6-tetrahydro-1H-cyclopenta[c]furan-6a-yl]methyl-diphenylphosphane
• CAS: 134848-36-5
• 化学式: C₃₃H₃₄OP₂
• 分子量: 508.58
• InChiKey: KRZGLOAUCAWADS-CZFRINIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.44
• 重原子数：
  36.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  cis-1,5-bis{(diphenylphosphino)methyl}-3-oxabicyclo{3.3.0}octane 以64%的产率得到
  参考文献：
  名称：

  MASON, MARK R.;SU, YINGZHONG ;JACOBSON, ROBERT A.;VERKADE, JOHN G., ORGANOMETALLICS, 10,(1991) N, C. 2335-2344

  摘要：

  DOI：
• 作为产物：
  描述：

  [(3aS,6aR)-3a-(methylsulfonyloxymethyl)-3,4,5,6-tetrahydro-1H-cyclopenta[c]furan-6a-yl]methyl methanesulfonate 、 二苯基膦 、 正丁基锂 以76%的产率得到
  参考文献：
  名称：

  MASON, MARK R.;SU, YINGZHONG ;JACOBSON, ROBERT A.;VERKADE, JOHN G., ORGANOMETALLICS, 10,(1991) N, C. 2335-2344

  摘要：

  DOI：

文献信息

• Bidentate and tridentate coordination modes of a novel bicyclic ditertiary phosphine ether
  作者：Mark R. Mason、Yingzhong Su、Robert A. Jacobson、John G. Verkade

  DOI：10.1021/om00053a041

  日期：1991.7

  The synthesis and characterization of the new ligand cis-1,5-bis[(diphenylphosphino)methyl]-3-oxa-bicyclo[3.3.0]octane (6) is reported. Oxidation of 6 with t-BuOOH or S8 yields the phosphoryl and thiophosphoryl derivatives 10a and 10b, respectively. The complexes (6-P,P')M(CO)4 (M = Cr, Mo, W), (6-P,P')PdCl2, and two diastereomers of fac-(6-P,P')Mn(CO)3Br have been prepared, in which 6 coordinates in a bidentate (P,P') fashion. H-1 NMR spectra suggest a ligand conformational preference in these complexes. A tridentate (P,P',O) coordination mode has been established for (6-P,P',O)M(CO)3 (M = Mo, W) and [(6-P,P',O)Mn(CO)3]BF4 on the basis of H-1, C-13, P-31, and IR spectroscopic data. Single-crystal X-ray diffraction studies on (6-P,P')Mo(CO)4 and (6-P,P',O)W(CO)3 verify the bidentate and tridentate coordination modes of 6, respectively. Crystals of (6-P,P')Mo(CO)4 are triclinic, space group P1BAR, with unit cell dimensions a = 15.321 (3) angstrom, b = 22.371 (3) angstrom, c = 11.376 (2) angstrom, alpha = 90.52 (1)-degrees, beta = 91.80 (1)-degrees, gamma = 72.07 (1)-degrees, and Z = 4. Crystals of (6-P,P',O)W(CO)3 are monoclinic, space group P2(1)/c (No. 14), with unit cell dimensions a = 12.262 (5) angstrom, b = 17.38 (1) angstrom, c = 16.285 (7) angstrom, beta = 92.08 (4)-degrees, and Z = 4. The structures were refined to R = 0.059 and R(w) = 0.079 for 6702 reflections with I > 3.0-sigma-(I) for (6-P,P')Mo(CO)4 and R = 0.076 and R(w) = 0.093 for 4068 reflections with I greater-than-or-equal-to 3.0-sigma-(I) for (6-P,P',O)W(CO)3.
• Unambiguous demonstration of vacant-site inversion in a cis-P2M(CO)3 intermediate
  作者：M. R. Mason、J. G. Verkade

  DOI：10.1021/ja00016a079

  日期：1991.7