1-methyl-3-(4'-hydroxyphenyl)cyclohex-1-ene

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-methyl-3-(4'-hydroxyphenyl)cyclohex-1-ene
• 英文别名: 4-(3-Methylcyclohex-2-en-1-yl)phenol
• 化学式: C₁₃H₁₆O
• 分子量: 188.269
• InChiKey: AAGUYOHSXMPJNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (3-甲基-1-环己-2-烯基)乙酸酯 、 苯酚 在 2 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以21%的产率得到3,4,5,6-tetrahydro-2-methyl-2,6-methano-1H-1-benzocin
  参考文献：
  名称：

  Molybdenum(II)-Catalyzed Allylation of Electron-Rich Aromatics and Heteroaromatics

  摘要：

  The stable, readily available molybdenum(II) complexes [Mo(CO)(4)Br-2](2) (B) and Mo(CO)(3)(MeCN)(2)(SnCl3)Cl (C) have been found to catalyze C-C bond-forming allylic substitution with electron-rich aromatics (e.g., 15 + PhOMe --> 62) and heteroaromatics (e.g., 15 + 36 --> 88) as nucleophiles under mild conditions (room temperature, 30 min-3 h). Remarkable is the para-selectivity for anisole, whereas phenol tends to favor ortho-substitution in certain instances. Mechanistic and stereochemical experiments are indicative of Lewis-acid catalysis rather than a metal template-controlled process.

  DOI：

  10.1021/jo982178y

文献信息

• Molybdenum(II)-Catalyzed Allylation of Electron-Rich Aromatics and Heteroaromatics
  作者：Andrei V. Malkov、Stuart L. Davis、Ian R. Baxendale、William L. Mitchell、Pavel Kočovský

  DOI：10.1021/jo982178y

  日期：1999.4.1

  The stable, readily available molybdenum(II) complexes [Mo(CO)(4)Br-2](2) (B) and Mo(CO)(3)(MeCN)(2)(SnCl3)Cl (C) have been found to catalyze C-C bond-forming allylic substitution with electron-rich aromatics (e.g., 15 + PhOMe --> 62) and heteroaromatics (e.g., 15 + 36 --> 88) as nucleophiles under mild conditions (room temperature, 30 min-3 h). Remarkable is the para-selectivity for anisole, whereas phenol tends to favor ortho-substitution in certain instances. Mechanistic and stereochemical experiments are indicative of Lewis-acid catalysis rather than a metal template-controlled process.