(1R,2R)-1,2-bis(4-methoxyphenyl)cyclopropane | 139067-25-7

• 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: (1R,2R)-1,2-bis(4-methoxyphenyl)cyclopropane
• 英文别名: trans-1,2-Di-(4-methoxy-phenyl)-cyclopropan；trans-1,2-Bis(4-methoxyphenyl)cyclopropane；1-methoxy-4-[(1R,2R)-2-(4-methoxyphenyl)cyclopropyl]benzene
• CAS: 139067-25-7
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: YTFKRSWDEPYBKW-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R,2R)-1,2-bis(4-methoxyphenyl)cyclopropane 生成 [(2R,3R)-3-acetyloxy-2,3-bis(4-methoxyphenyl)propyl]-chloromercury
  参考文献：
  名称：

  BANDAEV, S. G.;SYCHKOVA, L. D.;XANCHMANN, A.;SHABAROV, YU. S., ZH. ORGAN. XIMII, 1982, 18, N 2, 296-302_

  摘要：

  DOI：
• 作为产物：
  描述：

  反式-2-(4-甲氧基苯基)乙烯基硼酸 在 potassium phosphate 、 N,N,N’,N’-四甲基-L-酒石酰胺 、 palladium diacetate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 10.0h， 生成 (1R,2R)-1,2-bis(4-methoxyphenyl)cyclopropane
  参考文献：
  名称：

  NHC/光氧化还原协同催化芳基环丙烷开环生成 1-芳酰氧基化-3-酰化烷烃

  摘要：

  报道了通过 NHC 和有机光氧化还原协同催化实现单、二和三取代环丙烷的开环/芳基羧化/酰化，用于制备 γ-芳酰氧基酮。关键步骤是光氧化还原催化循环中产生的苄基自由基和NHC催化循环中形成的羰基自由基的自由基/自由基交叉偶联。

  DOI：

  10.1002/anie.202110304

文献信息

• Photochemistry of 9,10-dicyanoanthracene-1,2-diarylcyclopropane systems. Photocycloaddition and photoisomerization
  作者：Kazuhiko Mizuno、Nobuyuki Ichinose、Yoshio Otsuji

  DOI：10.1021/jo00032a045

  日期：1992.3

  The photochemical reactions of 9,10-dicyanoanthracene (DCA)-1,2-diarylcyclopropane (CP) systems have been investigated. In degassed acetonitrile solution, (4-pi + 2-sigma) photocycloaddition between DCA and CP occurred to give cis- and trans-2,4-diaryl-1,5-dicyano-6,7:8,9-dibenzobicyclo[3.2.2]nona-6,8-dienes in a 3:1 ratio in good chemical yields although the quantum yields were not high (PHI = 0.002-0.04). This photocycloaddition did not occur in benzene. The DCA-sensitized photoisomerization of trans- and cis-1,2-bis(4-methoxyphenyl)cyclopropanes (1a and 2a) in acetonitrile efficiently occurred to afford a photostationary mixture containing 1a and 2a in a 95:5 ratio. The photoisomerization was remarkably accelerated by bubbling air, by adding metal salt such as Mg(ClO4)2 and LiBF4, and also by aromatic hydrocarbons such as phenanthrene and biphenyl. The quantum yield for the photoisomerization of 2a to 1a exceeded unity, indicating that this photoisomerization involved a chain process. The DCA-sensitized photoisomerization of optically resolved (-)-1a afforded a racemic mixture of (+)-1a and (-)-1a. These photoreactions are initiated by a one-electron transfer from CP to the excited singlet of DCA. The photocycloaddition proceeds via radical ion pairs in solvent cage and the photoisomerization proceeds via solvent-separated radical cations of CP.
• BANDAEV S. G.; SABAROV Y. S.; HANTSCHMANN A.; WEISSENFELS M., J. PRAKT. CHEM., 1980, 322, NO 4, 643-648
  作者：BANDAEV S. G.、 SABAROV Y. S.、 HANTSCHMANN A.、 WEISSENFELS M.

  DOI：——

  日期：——
• OTSUDZI, JOSIO;MIDZUNO, KADZUXINO
  作者：OTSUDZI, JOSIO、MIDZUNO, KADZUXINO

  DOI：——

  日期：——
• SYCHKOVA, L. D.;SHABAROV, YU. S., ZH. ORGAN. XIMII, 1985, 21, N 2, 292-296
  作者：SYCHKOVA, L. D.、SHABAROV, YU. S.

  DOI：——

  日期：——
• TOKI, SUSUMU;KOMITSU, SHINTARO;TOJO, SACHIKO;TAKAMUKU, SETSUO;ICHINOSE, N+, CHEM. LETT.,(1988) N 3, 433-436
  作者：TOKI, SUSUMU、KOMITSU, SHINTARO、TOJO, SACHIKO、TAKAMUKU, SETSUO、ICHINOSE, N+

  DOI：——

  日期：——