cis-1,2-Diphenyl-naphthocyclobuten | 145549-40-2

• 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: cis-1,2-Diphenyl-naphthocyclobuten
• 英文别名: cis-1,2-Diphenyl-naphtho[b]cyclobuten；(1S,2R)-1,2-diphenyl-1,2-dihydrocyclobuta[b]naphthalene
• CAS: 145549-40-2
• 化学式: C₂₄H₁₈
• 分子量: 306.407
• InChiKey: MMDKNYMRLBOHST-PSWAGMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  cis-1,2-Diphenyl-naphthocyclobuten 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-Phenyl-5,12-dihydro-naphthacen
  参考文献：
  名称：

  cis- and trans-1,2-Diphenylnaphtho [b]cyclobutenes. A Novel Synthesis of a Naphthalene Nucleus

  摘要：

  DOI：

  10.1021/ja00907a028
• 作为产物：
  描述：

  1-[(1S,3S)-2,2-dibromo-3-phenylcyclopropyl]-2-[(1R,3R)-2,2-dibromo-3-phenylcyclopropyl]benzene 以33%的产率得到
  参考文献：
  名称：

  HOEHN, J.;WEYERSTAHL, P., CHEM. BER., 1983, 116, N 2, 808-814

  摘要：

  DOI：

文献信息

• A novel method for the generation of 2,3-naphthoquinodimethanes utilizing samarium(II) iodide-promoted allene synthesis
  作者：Junji Inanaga、Yuichi Sugimoto、Takeshi Hanamoto

  DOI：10.1016/s0040-4039(00)60926-7

  日期：1992.11

  2,3-Naphthoquinodimethanes are easily generated from o-bis(α-acetoxypropargyl)benzene derivatives with SmI2 in the presence of palladium catalyst under mild conditions. The reactions of the quinodimethane intermediates were found to follow the different paths depending on the acetylenic substituents of substrates.

  在钯催化剂的存在下，在温和的条件下，由邻双（α-乙酰氧基炔丙基）苯衍生物与SmI 2容易生成2,3-萘醌二甲烷。发现奎尼二甲烷中间体的反应遵循不同的途径，这取决于底物的炔基取代基。
• Reaction of ene-bis(phosphinylallenes): [2+2] versus [4+2] cycloaddition
  作者：Shinji Kitagaki、Yuki Okumura、Chisato Mukai

  DOI：10.1016/j.tet.2006.08.083

  日期：2006.10

  Reaction of ene-bis(phosphinylallenes), derived from ene-bis(propargyl alcohols) and chlorodiphenylphosphine, was investigated. Benzene-bridged bis(phosphinylallenes) exclusively gave intramolecular [2+2] cycloadducts in the presence of dimethyl fumarate in sharp contrast to the reaction of benzene-bridged bis(sulfinylallenes), which gave the corresponding [4+2] cycloadducts. On the other hand, substituted ethylene- or five-membered heterocycle-bridged bis(phosphinylallenes) provided [4+2] cycloadducts. Reaction of benzene-bridged diallene bearing both a sulfinyl group and a phosphinyl group on the two allenyl groups was also described. (c) 2006 Elsevier Ltd. All rights reserved.