6-chloro-4,8-diphenylbenzo[d][1,3,2]benzodioxaphosphepine | 204762-24-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 6-chloro-4,8-diphenylbenzo[d][1,3,2]benzodioxaphosphepine
• CAS: 204762-24-3
• 化学式: C₂₄H₁₆ClO₂P
• 分子量: 402.817
• InChiKey: NEQFTHWZNGCHCX-UHFFFAOYSA-N

物化性质

• 沸点：
  560.0±39.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.63
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.28
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (3alpha,8xi,9xi,10xi,12alpha,13xi,14xi,17xi)-3-乙酰氧基-12-羟基胆烷-24-酸甲酯 、 6-chloro-4,8-diphenylbenzo[d][1,3,2]benzodioxaphosphepine 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以0.53 g的产率得到methyl 3α-acetyloxy-12α-(3,3'-diphenylbiphenyl-2,2'-dioxy)phosphanyloxy-5β-cholan-24-oate
  参考文献：
  名称：

  Stereochemical Features Making Deoxycholic Acid Derived tropos Biphenylphosphites Efficient Chiral Ligands for Rhodium:  The Asymmetric Hydrogenation of Dimethylitaconate as a Case Study

  摘要：

  Different deoxycholic acid derived biphenylphosphites, whose tropos nature was ascertained by NMR and CD measurements, were used in the rhodium-catalyzed asymmetric hydrogenation of dimethylitaconate achieving enantiomeric excesses up to 91%. The comparison of these results to those obtained using the corresponding atropoisomeric binaphthyl analogues, together with NMR and CD measurements on the rhodium complexes of some phosphites, allowed us to shed light on the nature of the active catalytic species and on the asymmetric induction process and hence to recognize the most appropriate stereochemical features to reach good levels of enantioselectivity.

  DOI：

  10.1021/jo701385y
• 作为产物：
  描述：

  2-bromo-6-phenylanisole 在 吡啶 、 正丁基锂 、 三溴化硼 、 copper dichloride 、 三氯化磷 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 6-chloro-4,8-diphenylbenzo[d][1,3,2]benzodioxaphosphepine
  参考文献：
  名称：

  New carbohydrate bisphosphites as chiral ligands

  摘要：

  The synthesis of the 2,3-bisphosphite derivatives of phenyl 4,6-O-benzylidene-beta-D-glucopyranoside leads to new chelating ligands. Their rhodium(I) and platinum(II) complexes have been tested as catalysts for the asymmetric hydroformylation of vinyl acetate, allyl acetate and p-methoxystyrene. Good regioselectivity (>90% branched product), but an enantioselectivity of only less than or equal to 36% ee were found under mild reaction conditions (25-40 degrees C, 40-70 bar syngas). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00622-8