(+/-)-methylphenylvinylphosphine | 98949-90-7

• 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: (+/-)-methylphenylvinylphosphine
• 英文别名: methylphenylvinylphosphane；methylphenylvinylphosphine；Methyl-phenyl-vinyl-phosphin；Ethenyl-methyl-phenylphosphane
• CAS: 98949-90-7
• 化学式: C₉H₁₁P
• 分子量: 150.16
• InChiKey: NRDVJQDAPXLFNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  (+/-)-methylphenylvinylphosphine 在 manganese(IV) oxide 作用下， 生成 methylphenylvinylphosphine oxide
  参考文献：
  名称：

  Kabachnik,A.M.I. et al., Doklady Chemistry, 1960, vol. 135, p. 1309 - 1311

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基二氯化磷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.75h， 生成 (+/-)-methylphenylvinylphosphine
  参考文献：
  名称：

  A novel synthesis of unsymmetrical tertiary phosphines: selective nucleophilic substitution on phosphorus(III)

  摘要：

  已经开发出一种新合成不对称三级膦的方法，采用格林纳试剂和有机锂试剂对氯氨基膦进行选择性、顺序的烷基化。

  DOI：

  10.1039/a706428d

文献信息

• Asymmetric synthesis of two diastereomeric P-chiral diphosphine ligands containing a pair of dissimilar asymmetric phosphorus donor atoms
  作者：Anming Liu、K. F. Mok、Pak-Hing Leung

  DOI：10.1039/a706982k

  日期：——

  Two diastereoisomeric P-chiral diphosphine ligands, each containing a pair of dissimilar phosphorus donor atoms, have been prepared efficiently in their optically pure forms from a chiral organopalladium complex-promoted asymmetric Diels–Alder reaction between 1-phenyl-3,4-dimethylphosphole and methylphenylvinylphosphine.

  两种非对映异构体P-手性二膦配体（分别含有一对不同的磷供体原子）已经以光学纯的形式高效制备，其制备方法为：在1-苯基-3,4-二甲基磷杂环戊二烯和甲基苯基乙烯基膦之间进行手性有机钯络合物促进的不对称Diels-Alder反应。
• A New, Highly Active Bimetallic Grubbs–Hoveyda–Blechert Precatalyst for Alkene Metathesis
  作者：Nikolai Vinokurov、José Ramon Garabatos-Perera、Zhirong Zhao-Karger、Michael Wiebcke、Holger Butenschön

  DOI：10.1021/om701242t

  日期：2008.4.1

  A new Grubbs-Hoveyda-Blechert alkene metathesis catalyst, in which the benzylidene ligand has been coordinated to a highly electron-withdrawing tricarbonylchromium moiety, is presented. The structure of the complex provides evidence for a so far unreported attractive interaction between the benzylidene hydrogen atom and one of the mesityl substituents at the Arduengo carbene ligand. Screening of the catalytic properties shows that the activity of the new catalyst in ring-closing, enyne, cross, and homo metathesis of alkenes is comparable and in some cases better than that of known catalysts.
• Stereoselective nitrone additions to vinylphosphine derivatives: effect of phosphorus substituents on reaction diastereoselectivity
  作者：Alberto Brandi、Stefano Cicchi、Andrea Goti、K. Michal Pietrusiewicz、Maria Zablocka、Witold Wisniewski

  DOI：10.1021/jo00014a011

  日期：1991.7

  Meaningful diastereofacial selectivity in cycloaddition of 2,2-dimethyl-3,4-pyrroline N-oxide (DMPO) to 12 structurally diversified vinylphosphine derivatives 1-12 has been achieved by proper choice of the polar substituent on phosphorus combined with effective steric differentiation of the remaining substituents. The unique sense of induction in all these reactions is consistent with the assumption that vinylphosphorus dipolarophiles prefer an s-cisoid array of C = C - P = X fragments in their reactive conformations. Use of divinylphosphine derivatives in such reactions exemplifies the possibility of synthesizing chiral phosphine oxides and sulfides from prochiral precursors in a highly selective and stereochemically predictable manner. An observation that in P-31 NMR spectra the adducts of type I are uniformly found at lower field than adducts of type II facilitates the stereochemical assignments.
• A versatile and efficient approach to enantiomerically pure monodentate and bidentate P-chiral phosphines
  作者：Pak-Hing Leung、Anming Liu、K.F Mok

  DOI：10.1016/s0957-4166(99)00117-2

  日期：1999.4

  Enantiomerically pure (R)-methylphenylvinylphosphine and the P-chiral diphosphine ligands (5R,7R)-, (5R,7S)- and (SS,7R)-[5-(methylphenylphosphino)-2,3-dimethyl-7-phenyl-7-phosphabicyclo[2.2.1]hept-2-ene] were stereospecifically obtained in high yields from the chiral palladium template controlled Diels-Alder reaction between (+/-)-methylphenylphosphine and 3,4-dimethylphenylphosphole. (C) 1999 Elsevier Science Ltd. All rights reserved.