1,2-bis(hydroxymethyl)-7-isopropyl-5,10-dimethylheptalene dimethyl ether | 452339-19-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1,2-bis(hydroxymethyl)-7-isopropyl-5,10-dimethylheptalene dimethyl ether
• 英文别名: 4,5-bis(hydroxymethyl)-9-isopropyl-1,6-dimethylheptalene dimethyl ether；4,5-bis(methoxymethyl)-1,6-dimethyl-9-(1-methylethyl)heptalene；1,2-Bis(methoxymethyl)-5,10-dimethyl-7-propan-2-ylheptalene；1,2-bis(methoxymethyl)-5,10-dimethyl-7-propan-2-ylheptalene
• CAS: 452339-19-4
• 化学式: C₂₁H₂₈O₂
• 分子量: 312.452
• InChiKey: QRQJMQRKGLZWHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  tris(ammonia)chromium tricarbonyl 、 1,2-bis(hydroxymethyl)-7-isopropyl-5,10-dimethylheptalene dimethyl ether 以 乙二醇二甲醚 为溶剂， 以46%的产率得到tricarbonyl[(6,7,8,9,10,10a-η)-4,5-bis(methoxymethyl)-1,6-dimethyl-9-(1-methylethyl)heptalene]chromium
  参考文献：
  名称：

  新型(三羰基)(庚烯)铬配合物的合成与性能

  摘要：

  A number of novel (tricarbonyl)chromium complexes of heptalenes 10-13, 16-20 and 23-25 have been prepared by reaction of the heptalenes with [Cr(CO)(3)L-3] (L=NH3, Py; cf. Schemes 3- 6). Surprisingly, the off-state complexes 17 and 19, in which the Cr(CO)(3) group Complexes on the diester ring, have been obtained with excellent regioselectivity. The directing effect of ester C=O groups on the regioselectivity of the Cr(CO)(3) coordination to heptalene rings has been discussed. These complexes undergo thermal rearrangements via 1,2-intra-ring shift and inter-ring migration of the Cr(CO)(3) fragment to give the thermodynamically more stable on-state complexes 16 and 27, respectively (cf Schemes 8 and 9). The analogous thermal behavior of other prepared complexes has also been investigated. A new procedure for the selective preparation of complexes 10 and 13, in which the Cr(CO)(3) group is coordinated to the phenyl ring of the styryl substituent has also been developed (Scheme 7). The attachment of the Cr(CO)(3) fragment to the phenyl group has a visible influence on the UV/VIS behavior of the on-state complexes 10 and 13a. as well as on the photochemical behavior of the DBS isomers 13a/13b (cf Scheme 10).

  DOI：

  10.1002/1522-2675(200204)85:4<1166::aid-hlca1166>3.0.co;2-u
• 作为产物：
  描述：

  9-isopropyl-1,6-dimethylheptalene-4,5-dimethanol 、 碘甲烷 生成 1,2-bis(hydroxymethyl)-7-isopropyl-5,10-dimethylheptalene dimethyl ether
  参考文献：
  名称：

  新型(三羰基)(庚烯)铬配合物的合成与性能

  摘要：

  A number of novel (tricarbonyl)chromium complexes of heptalenes 10-13, 16-20 and 23-25 have been prepared by reaction of the heptalenes with [Cr(CO)(3)L-3] (L=NH3, Py; cf. Schemes 3- 6). Surprisingly, the off-state complexes 17 and 19, in which the Cr(CO)(3) group Complexes on the diester ring, have been obtained with excellent regioselectivity. The directing effect of ester C=O groups on the regioselectivity of the Cr(CO)(3) coordination to heptalene rings has been discussed. These complexes undergo thermal rearrangements via 1,2-intra-ring shift and inter-ring migration of the Cr(CO)(3) fragment to give the thermodynamically more stable on-state complexes 16 and 27, respectively (cf Schemes 8 and 9). The analogous thermal behavior of other prepared complexes has also been investigated. A new procedure for the selective preparation of complexes 10 and 13, in which the Cr(CO)(3) group is coordinated to the phenyl ring of the styryl substituent has also been developed (Scheme 7). The attachment of the Cr(CO)(3) fragment to the phenyl group has a visible influence on the UV/VIS behavior of the on-state complexes 10 and 13a. as well as on the photochemical behavior of the DBS isomers 13a/13b (cf Scheme 10).

  DOI：

  10.1002/1522-2675(200204)85:4<1166::aid-hlca1166>3.0.co;2-u

文献信息

• Synthesis and Properties of Novel (Tricarbonyl)(heptalene)chromium Complexes
  作者：Ekaterina A. Ochertyanova、Hans-Jürgen Hansen、Yuri A. Ustynyuk

  DOI：10.1002/1522-2675(200204)85:4<1166::aid-hlca1166>3.0.co;2-u

  日期：2002.4

  A number of novel (tricarbonyl)chromium complexes of heptalenes 10-13, 16-20 and 23-25 have been prepared by reaction of the heptalenes with [Cr(CO)(3)L-3] (L=NH3, Py; cf. Schemes 3- 6). Surprisingly, the off-state complexes 17 and 19, in which the Cr(CO)(3) group Complexes on the diester ring, have been obtained with excellent regioselectivity. The directing effect of ester C=O groups on the regioselectivity of the Cr(CO)(3) coordination to heptalene rings has been discussed. These complexes undergo thermal rearrangements via 1,2-intra-ring shift and inter-ring migration of the Cr(CO)(3) fragment to give the thermodynamically more stable on-state complexes 16 and 27, respectively (cf Schemes 8 and 9). The analogous thermal behavior of other prepared complexes has also been investigated. A new procedure for the selective preparation of complexes 10 and 13, in which the Cr(CO)(3) group is coordinated to the phenyl ring of the styryl substituent has also been developed (Scheme 7). The attachment of the Cr(CO)(3) fragment to the phenyl group has a visible influence on the UV/VIS behavior of the on-state complexes 10 and 13a. as well as on the photochemical behavior of the DBS isomers 13a/13b (cf Scheme 10).