(6S)-6-methyl-6-phenylbicyclo[3.1.0]hexan-2-one | 33823-24-4

• 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: (6S)-6-methyl-6-phenylbicyclo[3.1.0]hexan-2-one
• CAS: 33823-24-4；33911-74-9；67672-76-8
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: IYCMSFOFQBPFJS-GDKBPFBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲基-4-苯基-2-环己烯-1-酮 在 zeolite 、 对甲氧基苯乙酮 作用下， 以 正己烷 为溶剂， 生成 6-methyl-5,6-dihydro-[1,1'-biphenyl]-3(4H)-one 、 6-Methyl-5-phenyl-bicyclo<3.1.0>hexan-2-on 、 (6R)-6-methyl-6-phenylbicyclo[3.1.0]hexan-2-one 、 (6S)-6-methyl-6-phenylbicyclo[3.1.0]hexan-2-one
  参考文献：
  名称：

  Controlling the reactive state through cation binding: photochemistry of enones within zeolites

  摘要：

  The nature of the lowest triplet state of enones is altered by the cations present within Y zeolites. Alkali metal ions, such as Li+, are predicted to interact with the carbonyl unit of enones in a collinear fashion and significantly lower both the p-type n and pi -2 orbitals. Excited state energies, estimated at the CIS(D)/6-31+G* level, show that the lowest triplet is n-pi* in character for the enones, but switch to pi-pi* on coordination with Li+. Observed product distribution within zeolite is consistent with this theoretical prediction. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00100-9

文献信息

• Controlling the reactive state through cation binding: photochemistry of enones within zeolites
  作者：Sundararajan Uppili、Shinsuke Takagi、R.B Sunoj、P Lakshminarasimhan、J Chandrasekhar、V Ramamurthy

  DOI：10.1016/s0040-4039(01)00100-9

  日期：2001.3

  The nature of the lowest triplet state of enones is altered by the cations present within Y zeolites. Alkali metal ions, such as Li+, are predicted to interact with the carbonyl unit of enones in a collinear fashion and significantly lower both the p-type n and pi -2 orbitals. Excited state energies, estimated at the CIS(D)/6-31+G* level, show that the lowest triplet is n-pi* in character for the enones, but switch to pi-pi* on coordination with Li+. Observed product distribution within zeolite is consistent with this theoretical prediction. (C) 2001 Elsevier Science Ltd. All rights reserved.