2,3-diphenylbicyclo[2.2.1]heptane | 122184-71-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2,3-diphenylbicyclo[2.2.1]heptane
• 英文别名: (1R,2S,3R,4S)-2,3-diphenylbicyclo[2.2.1]heptane
• CAS: 122184-71-8
• 化学式: C₁₉H₂₀
• 分子量: 248.368
• InChiKey: ZWVQRZHLZGOMGH-SEXKYXSUSA-N

物化性质

• 沸点：
  360.2±12.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 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：

  降冰片烯 、 三丁基苯基锡 在 二(氰基苯)二氯化钯 、 三苯基膦 一氯丙酮 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 以58%的产率得到2,3-diphenylbicyclo[2.2.1]heptane
  参考文献：
  名称：

  Novel Palladium-Catalyzed Diarylation and Dialkenylation Reactions of Norbornene Derivatives

  摘要：

  降冰片烯及其衍生物通过芳基或烯基三丁基锡烷、钯催化剂以及作为还原剂的氯丙酮或氯乙腈进行二芳基化或二烯丙基化。

  DOI：

  10.1055/s-1998-1710

文献信息

• A new palladium catalyzed synthesis of ,-2,3-diarylsubstituted bicyclo[2.2.1]heptanes or bicyclo [2.2.1] hept-2-enes
  作者：Marta Catellani、Gian Paolo Chiusoli、Stefano Concari

  DOI：10.1016/s0040-4020(01)81100-5

  日期：1989.1

  The title bicycloheptanes or bicycloheptenes, containing a phenyl group and an aryl group in 2,3 positions, are obtained by oxidative addition of aryl bromides to palladium(0), followed by double bond insertion and coupling with a phenyl group of tetraphenyl borate anion.

  标题双环庚烷或双环庚烯在2,3位上含有苯基和芳基，是通过将芳基溴化物氧化加成到钯（0）中，然后双键插入并与四苯基硼酸根阴离子的苯基偶联而获得的。
• Mizoroki−Heck Type Reaction of Organoboron Reagents with Alkenes and Alkynes. A Pd(II)-Catalyzed Pathway with Cu(OAc)₂ as an Oxidant
  作者：Xiaoli Du、Masahiro Suguro、Kazunori Hirabayashi、Atsunori Mori、Takashi Nishikata、Nobuhito Hagiwara、Kentaro Kawata、Takeaki Okeda、Hui Feng Wang、Keigo Fugami、Masanori Kosugi

  DOI：10.1021/ol016529y

  日期：2001.10.1

  [GRAPHICS]In contrast to the Pd(0)-catalyzed mechanism by Uemura, Mizoroki-Heck type reaction of boronic acids is found to proceed under a Pd(ll)mediated pathway using a catalytic amount of Pd(OAc)(2) in the presence of Cu(OAc)(2) as an oxidant. Treatment of a variety of alkenes with boronic acids, boronates, and sodium tetraphenylborate furnishes beta -arylated and alkenylated products in good to excellent yields. The reactions with norbornene, norbornadiene, and diphenylacetylene are also performed to give 1:2 or 2:1 coupling products.
• KOSUGI, MASANORI;TAMURA, HIROYUKI;SANO, HIROSHI;MIGITA, TOSHIHIKO, TETRAHEDRON, 45,(1989) N, C. 961-967
  作者：KOSUGI, MASANORI、TAMURA, HIROYUKI、SANO, HIROSHI、MIGITA, TOSHIHIKO

  DOI：——

  日期：——
• Novel Palladium-Catalyzed Diarylation and Dialkenylation Reactions of Norbornene Derivatives
  作者：Keigo Fugami、Sachiko Hagiwara、Hiroshi Oda、Masanori Kosugi

  DOI：10.1055/s-1998-1710

  日期：1998.5

  Norbornene and its derivatives are diarylated or dialkenylated by aryl- or alkenyltributylstannanes, a palladium catalyst, and chloroacetone or chloroacetonitrile as a reoxidant.

  降冰片烯及其衍生物通过芳基或烯基三丁基锡烷、钯催化剂以及作为还原剂的氯丙酮或氯乙腈进行二芳基化或二烯丙基化。