trans-1,2-bis((diphenylphosphino)methyl)cyclopropane

• 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: trans-1,2-bis((diphenylphosphino)methyl)cyclopropane
• 英文别名: [(1R,2R)-2-(diphenylphosphanylmethyl)cyclopropyl]methyl-diphenylphosphane
• 化学式: C₂₉H₂₈P₂
• 分子量: 438.489
• InChiKey: DVIOCLAWGRVMRX-DQEYMECFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  (2-methyl-4-phenyl-1-oxabuta-1,3-diene)tricarbonyliron(0) 、 trans-1,2-bis((diphenylphosphino)methyl)cyclopropane 以 甲苯 为溶剂， 以24%的产率得到{trans-1,2-bis((diphenylphosphino)methyl)cyclopropane}tricarbonyliron
  参考文献：
  名称：

  Casey, Charles P.; Whiteker, Gregory T.; Campana, Charles F., Inorganic Chemistry, 1990, vol. 29, # 18, p. 3376 - 3381

  摘要：

  DOI：
• 作为产物：
  描述：

  反-1,2-环丙烷二羧酸二乙酯 在 lithium aluminium tetrahydride 、 正丁基锂 、 溴 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 甲基叔丁基醚 、 乙腈 为溶剂， 反应 10.0h， 生成 trans-1,2-bis((diphenylphosphino)methyl)cyclopropane
  参考文献：
  名称：

  高区域选择性钴催化内炔烃的硼氢化

  摘要：

  利用新开发的环丙烷基二膦配体修饰的钴催化剂，实现了不对称内炔烃的高选择性硼氢化反应，该反应具有独特的区域选择性、广泛的底物范围和良好的官能团相容性。目前的协议能够合成新的烯基硼酸盐，并提高了生物活性化合物的合成效率。

  DOI：

  10.1002/anie.202208473

文献信息

• HYDROFORMYLATION PROCESS
  申请人：——

  公开号：US20020111520A1

  公开（公告）日：2002-08-15

  A process for the production of 1,4-butanediol is described. The process comprises hydroformylating allyl alcohol in the presence of a solvent and a catalyst system comprising a rhodium complex, a ruthenium complex and a diphosphine ligand and hydrogenating the resulting 4-hydroxybutyraldehyde using the same catalyst system. The process gives high yield of 1,4-butanediol compared to 2-methyl-1,3-propanediol.

  描述了一种生产 1,4-丁二醇的工艺。该工艺包括在溶剂和由铑络合物、钌络合物和二膦配体组成的催化剂体系存在下对烯丙基醇进行氢甲酰化，并使用相同的催化剂体系对生成的 4-羟基丁醛进行氢化。与 2-甲基-1,3-丙二醇相比，该工艺可获得高产率的 1,4-丁二醇。
• Electron Withdrawing Substituents on Equatorial and Apical Phosphines Have Opposite Effects on the Regioselectivity of Rhodium Catalyzed Hydroformylation
  作者：Charles P. Casey、Evelyn Lin Paulsen、Eckart W. Beuttenmueller、Bernd R. Proft、Lori M. Petrovich、Brock A. Matter、Douglas R. Powell

  DOI：10.1021/ja9719440

  日期：1997.12.1

  The electronic effects of electron withdrawing aryl substituents on equatorial and apical diphosphines were investigated. Chelating diphosphines designed to coordinate in diequatorial or in apical-equatorial positions were synthesized, and their effects on the regioselectivity of rhodium catalyzed 1-hexene hydroformylation were observed. Only diequatorial coordination was observed for 2,2'-bis[(diphenylphosphino)methyl]-1,1'-biphenyl (BISBI) complexes (BISBI)Ir(CO)(2)H (8) and [BISBI-(3,5-CF3)]Ir(CO)(2)H (10), and only apical-equatorial coordination was seen for 1,2-bis(diphenylphosphino)ethane (DIPHOS) complexes (DIPHOS)Ir(CO)(2)H (14) and [DIPHOS-(3,5-CF3)]Ir(CO)(2)H (15). For the trans-1,2-bis [(diphenylphosphino)methyl] cyclopropane (T-BDCP) complexes, a mixture of diequatorial and apical-equatorial complexes was seen. For (T-BDCP)Ir(CO)(2)H (12), 12-ee was favored over 12-ee by 63:37, but for [T-BDCP-(3,5-CF3)]Ir(CO)(2)H (13) the conformational preference was reversed and a 10:90 ratio of 13-ee:13-ee was seen. The electron withdrawing groups in the equatorial positions of BISBI-(3,5-CF3) (1) and T-BDCP-(3,5-CF3) (2) led to an increase in n-aldehyde regioselectivity in rhodium catalyzed hydroformylation. However, electron withdrawing aryl substituents in the apical positions of DIPHOS-(3,5-CF3) (3) led to a decrease in n-aldehyde regioselectivity in rhodium catalyzed hydroformylation.
• Casey Gregory T Whiteker, Charles P.; Melville, Margaret G.; Petrovich, Lori M., Journal of the American Chemical Society, 1992, vol. 114, # 14, p. 5535 - 5543
  作者：Casey Gregory T Whiteker, Charles P.、Melville, Margaret G.、Petrovich, Lori M.、Gavney Jr., James A.、Powell, Douglas R.

  DOI：——

  日期：——
• JPS5626830A
  申请人：——

  公开号：JPS5626830A

  公开（公告）日：1981-03-16
• US4139565A
  申请人：——

  公开号：US4139565A

  公开（公告）日：1979-02-13