2,5,7,7'-tetraphenyl-6-formyl-1-phosphanorborna-2,5-diene | 268226-23-9

• 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: 2,5,7,7'-tetraphenyl-6-formyl-1-phosphanorborna-2,5-diene
• 英文别名: 2-formyl-3,6,7,7-tetraphenyl-1-phosphanorborna-2,5-diene；3,6,7,7-Tetraphenyl-1-phosphabicyclo[2.2.1]hepta-2,5-diene-2-carbaldehyde
• CAS: 268226-23-9
• 化学式: C₃₁H₂₃OP
• 分子量: 442.497
• InChiKey: RDGPTKOWIBHPHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5,7,7'-tetraphenyl-6-formyl-1-phosphanorborna-2,5-diene 在 盐酸 、 silica gel 、 对甲苯磺酸 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 7.0h， 生成 2,5,7,7'-tetraphenyl-6-formyl-1-phosphanorborna-2,5-diene
  参考文献：
  名称：

  Enantiopure 1-phosphanorbornadiene-2-carboxaldehydes

  摘要：

  The reaction of phenylpropargyl aldehyde diethyl acetal with 1-phenyl-3,4-dimethylphosphole at 140 degreesC or 1,2,5-triphenylphosphole at 170 degreesC leads, after deprotection, to the corresponding 1-phosphanorbornadiene-2-carboxaldehydes 3 and 4 in 88 and 45% yields, respectively. The resolution of 3 and 4 was carried out by chromatography or fractional crystallization of the acetals derived from (S,S)-1,2-diphenylethane-1,2-diol. The absolute configurations were established by X-ray analysis of one of these acetals or of a 2-bromomethyl derivative. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00443-2
• 作为产物：
  描述：

  苯丙炔醛缩二乙醛 、 1,2,5-triphenyl-1H-phosphole 在 盐酸 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 192.25h， 以45%的产率得到2,5,7,7'-tetraphenyl-6-formyl-1-phosphanorborna-2,5-diene
  参考文献：
  名称：

  Enantiopure 1-phosphanorbornadiene-2-carboxaldehydes

  摘要：

  The reaction of phenylpropargyl aldehyde diethyl acetal with 1-phenyl-3,4-dimethylphosphole at 140 degreesC or 1,2,5-triphenylphosphole at 170 degreesC leads, after deprotection, to the corresponding 1-phosphanorbornadiene-2-carboxaldehydes 3 and 4 in 88 and 45% yields, respectively. The resolution of 3 and 4 was carried out by chromatography or fractional crystallization of the acetals derived from (S,S)-1,2-diphenylethane-1,2-diol. The absolute configurations were established by X-ray analysis of one of these acetals or of a 2-bromomethyl derivative. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00443-2

文献信息

• US6613945B1
  申请人：——

  公开号：US6613945B1

  公开（公告）日：2003-09-02
• [EN] PHOSPHINE-PHOSPHITE TYPE DERIVATIVES<br/>[FR] DERIVES DE TYPE PHOSPHINE-PHOSPHITE
  申请人：RHODIA CHIMIE SA

  公开号：WO2000027854A1

  公开（公告）日：2000-05-18

  La présente invention concerne un composé de formule (I) dans laquelle A, -Ar1-Ar2-, E, n, R1, R2, R3, R4, R5 et R6 sont tels que définis à la revendication 1. Ces composés sont utilisables dans la préparation de catalyseurs utiles dans les réactions d'hydroformylation des oléfines.
• Enantiopure 1-phosphanorbornadiene-2-carboxaldehydes
  作者：Stèphane Lelièvre、François Mercier、Louis Ricard、François Mathey

  DOI：10.1016/s0957-4166(00)00443-2

  日期：2000.11

  The reaction of phenylpropargyl aldehyde diethyl acetal with 1-phenyl-3,4-dimethylphosphole at 140 degreesC or 1,2,5-triphenylphosphole at 170 degreesC leads, after deprotection, to the corresponding 1-phosphanorbornadiene-2-carboxaldehydes 3 and 4 in 88 and 45% yields, respectively. The resolution of 3 and 4 was carried out by chromatography or fractional crystallization of the acetals derived from (S,S)-1,2-diphenylethane-1,2-diol. The absolute configurations were established by X-ray analysis of one of these acetals or of a 2-bromomethyl derivative. (C) 2000 Elsevier Science Ltd. All rights reserved.