diphenyl(1-pentylethenyl)phosphine | 135219-24-8

• 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: diphenyl(1-pentylethenyl)phosphine
• 英文别名: 1-diphenylphosphino-1-pentylethene；(1-Pentylethenyl)diphenylphosphine；hept-1-en-2-yl(diphenyl)phosphane
• CAS: 135219-24-8
• 化学式: C₁₉H₂₃P
• 分子量: 282.365
• InChiKey: NGJHTTRQXQSBGD-UHFFFAOYSA-N

物化性质

• 沸点：
  133-140 °C(Press: 0.001 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  二苯基膦 、 庚-1,2-二烯 生成 diphenyl(1-pentylethenyl)phosphine
  参考文献：
  名称：

  MITCHELL, TERENCE N.;HEESCHE, KERSTIN, J. ORGANOMET. CHEM., 409,(1991) N-2, C. 163-170

  摘要：

  DOI：

文献信息

• Preparation of vinylphosphines by means of free radical addition of diphenylphosphine to alkynes and allenes
  作者：Terence N. Mitchell、Kerstin Heesche

  DOI：10.1016/0022-328x(91)86141-c

  日期：1991.5

  readily to alkynes and allenes under free radical conditions. Alkynes normally give E-vinylphosphines as the primary (kinetic) product, but Z-vinylphosphines are the main products isolated. Allenes generally give complex product mixtures in which the predominant components are vinyl phosphines formed via addition of the Ph2P. radical to the central carbon atom of the allene fragment.

  在自由基条件下，二苯膦很容易加成炔烃和丙二烯。炔烃通常产生E-乙烯基膦作为主要（动力学）产物，但Z-乙烯基膦是分离的主要产物。丙二烯通常产生复杂的产物混合物，其中主要成分是通过添加Ph 2 P形成的乙烯基膦。烯丙基片段中心碳原子的基团。
• New Approach to Vinylphosphines Based on Pd- and Ni-Catalyzed Diphenylphosphine Addition to Alkynes
  作者：Marina A. Kazankova、Irina V. Efimova、Andrew N. Kochetkov、Vladimir V. Afanas'ev、Irina P. Beletskaya、Pierre H. Dixneuf

  DOI：10.1055/s-2001-12317

  日期：——

  The catalytic addition of Ph2PH to phenylacetylene regioselectively leads to the Ph2P-CH=CHPh isomer with Pd(PPh3)4 in acetonitrile and to the Ph2P-C(Ph)=CH2 isomer with Ni(acac)2/(EtO)2P(O)H in benzene. High selectivity were also obtained for the catalytic addition of Ph2PH to t BuC≡CH and to PhC≡CPh.

  在乙腈中，Ph2PH与苯乙炔的催化加成反应可产生具有Pd(PPh3)4的Ph2P-CH=CHPh异构体；在苯中，Ph2PH与PhC≡CPh的催化加成反应可产生具有Ni(acac)2/(EtO)2P(O)H的Ph2P-C(Ph)=CH2异构体。Ph2PH与t-BuC≡CH和PhC≡CPh的催化加成反应也具有很高的选择性。
• Khachatryan, R. A.; Grigoryan, N. Yu.; Indzhikyan, M. G., Russian Journal of General Chemistry, 1994, vol. 64, # 8.1, p. 1134 - 1138
  作者：Khachatryan, R. A.、Grigoryan, N. Yu.、Indzhikyan, M. G.

  DOI：——

  日期：——
• ——
  作者：M. A. Kazankova、I. V. Efimova、A. N. Kochetkov、V. V. Afanas'ev、I. P. Beletskaya

  DOI：10.1023/a:1022548303903

  日期：——

  Intermolecular hydrophosphination of terminal and internal alkynes with diphenylphosphine, catalyzed by palladium and nickel complexes, was accomplished for the first time. The reaction follows the syn-addition pattern. Conditions were found which ensure regioselective addition with predominant or exclusive formation of the corresponding alpha- or beta-adduct.