| 132213-25-3

• 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
• CAS: 132213-25-3
• 化学式: C₄₄H₅₀O
• 分子量: 594.88
• InChiKey: YYOWNQLKOROVTH-UELGVWHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.72
• 重原子数：
  45.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  、 bis(3-hexyl-4-methyl-2-pyrrolyl)methane 、 对甲酰基苯甲酸甲酯 在 三氯乙酸 作用下， 以 乙腈 、 苯 为溶剂， 反应 5.0h， 生成
  参考文献：
  名称：

  Synthesis and photoexcited-state dynamics of aromatic group-bridged carotenoid-porphyrin dyads and carotenoid-porphyrin-pyromellitimide triads

  摘要：

  A series of conformationally restricted carotenoid-porphyrin dyads (C-H2P and C-ZnP) was prepared by trichloroacetic acid-catalyzed condensation of a carotenoid-substituted aromatic aldehyde and 4-(methoxycarbonyl)benzaldehyde with bis(3-hexyl-4-methyl-2-pyrrolyl)methane in a benzene-acetonitrile mixture. Spacers between the carotenoid and the porphyrin cover aromatic groups including benzene, naphthalene, biphenyl, diphenylmethane, spirobiindane, and benzanilide. Carotenoid-porphyrin-pyromellitimide triads (C-H2P-Im) were similarly prepared using N-hexyl-N'-(4-formylphenyl)methyl)pyromellitimide instead of 4-(methoxycarbonyl)benzaldehyde. Photoexcited-state dynamics of these models were studied by steady-state fluorescence spectra, fluorescence excitation spectra, picosecond time-resolved fluorescence lifetime measurements, and picosecond time-resolved transient absorption spectroscopy. Intramolecular singlet-singlet energy transfer in C-H2P has been revealed to be a reversible process, while only one-way singlet-singlet energy transfer from zinc porphyrin to carotenoid has been observed in C-ZnP. Rates of the intramolecular energy transfer 1(C)*-H2P --> C-1(H2P)* were determined from efficiencies of the energy transfer that were obtained by comparing their fluorescence excitation spectra with the absorption spectra, and rates of C-1(H2P)* --> 1(C)*-H2P and of C-1(ZnP)* --> 1(C)*-ZnP were determined on the basis of their fluorescence lifetimes. The rates of the intramolecular energy transfer depend on the spacer between C and P in a rather similar manner through these three different energy-transfer processes and are quite sensitive to the substitution position of the aromatic spacer where the porphyrin is linked to the carotenoid. These spacer dependencies observed indicate the through-bond electronic coupling to be the most important interactions in these intramolecular energy transfers. In C-H2P-Im triads, excitation at C with 532-nm light led to an accumulation of (C)+-H2P-(Im)- within several tens of picoseconds. This rapid accumulation had been interpreted in terms of long-distance electron transfer from 1(C)* to Im mediated by a superexchange interaction involving the pi-electronic orbital of the intervening H2P. Selective excitation of the triad to C-1(H2P)*-Im at 585 nm lod to much slower formation of (C)+-H2P-(Im)-, probably via a 1(C)*-H2P-Im State which may be formed by intramolecular singlet-singlet energy transfer.

  DOI：

  10.1021/ja00074a009

文献信息

• Synthesis of Conformationally Restricted Carotenoid-linked Porphyrins
  作者：Atsuhiro Osuka、Hiroko Yamada、Kazuhiro Maruyama

  DOI：10.1246/cl.1990.1905

  日期：1990.10

  Carotenoid-linked porphyrin compounds were synthesized in acceptable to good yields (15–94%) by the acid-catalyzed condensation of dipyrrylmethane and carotenoid-linked aryl aldehyde. Comparison of the absorption spectra with fluorescence excitation spectra indicated the efficient intramolecular singlet energy transfer from the carotenoid to the porphyrin.

  通过二吡咯甲烷和类胡萝卜素连接的芳醛的酸催化缩合，以可接受的良好收率（15-94%）合成了类胡萝卜素连接的卟啉化合物。吸收光谱与荧光激发光谱的比较表明从类胡萝卜素到卟啉的有效分子内单线态能量转移。