di-[9,10-bis(dicyanomethylen)-2-anthraquinonylmethyl]malonate | 335201-43-9

• 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: di-[9,10-bis(dicyanomethylen)-2-anthraquinonylmethyl]malonate
• 英文别名: Bis[[9,10-bis(dicyanomethylidene)anthracen-2-yl]methyl] propanedioate；bis[[9,10-bis(dicyanomethylidene)anthracen-2-yl]methyl] propanedioate
• CAS: 335201-43-9
• 化学式: C₄₅H₂₀N₈O₄
• 分子量: 736.705
• InChiKey: ZKTKBIOZDAPRKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  57
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  243
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-formyl-9,10-bis(1,3-dithiol-2-ylidene)dihydroanthracene 、 di-[9,10-bis(dicyanomethylen)-2-anthraquinonylmethyl]malonate 在 哌啶 、 己酸 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以30%的产率得到2-{2',2'-di[9,10-bis(dicyanomethylen)-2-anthraquinonylmethyloxycarbonyl]}vinyl-9,10-bis(1,3-dithiol-2-ylidene)dihydroanthracene
  参考文献：
  名称：

  Synthesis and properties of π-extended triads (A2D) derived from tetrathiafulvalene (TTF) and tetracyano-p-quinodimethane (TCNQ)

  摘要：

  A new series of electroactive triads (10a-c) has been prepared by Knoevenagel condensation of formyl-containing pi -extended TTFs (9a-c) to a suitably functionalized dimer (8) derived from the electron acceptor TCAQ. The electronic spectra of the triads (10a-c) show the presence of an intramolecular charge transfer (ICT) band from the donor pi -extended TTF unit to the conjugated carbonyl groups. Theoretical calculations at the semiempirical PM3 level predict different geometrical structures for the triads which rule out a through space electronic interaction between the donor (pi -extended TTF) and acceptor (TCAQs) moieties. Cyclic voltammetric measurements reveal the amphoteric behaviour of triads 10a-c and a negligible electronic interaction between the redox chromophores. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01058-9
• 作为产物：
  描述：

  2-羟甲基蒽醌 在 吡啶 、 四氯化钛 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 生成 di-[9,10-bis(dicyanomethylen)-2-anthraquinonylmethyl]malonate
  参考文献：
  名称：

  Synthesis and properties of π-extended triads (A2D) derived from tetrathiafulvalene (TTF) and tetracyano-p-quinodimethane (TCNQ)

  摘要：

  A new series of electroactive triads (10a-c) has been prepared by Knoevenagel condensation of formyl-containing pi -extended TTFs (9a-c) to a suitably functionalized dimer (8) derived from the electron acceptor TCAQ. The electronic spectra of the triads (10a-c) show the presence of an intramolecular charge transfer (ICT) band from the donor pi -extended TTF unit to the conjugated carbonyl groups. Theoretical calculations at the semiempirical PM3 level predict different geometrical structures for the triads which rule out a through space electronic interaction between the donor (pi -extended TTF) and acceptor (TCAQs) moieties. Cyclic voltammetric measurements reveal the amphoteric behaviour of triads 10a-c and a negligible electronic interaction between the redox chromophores. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01058-9

文献信息

• Synthesis and properties of π-extended triads (A2D) derived from tetrathiafulvalene (TTF) and tetracyano-p-quinodimethane (TCNQ)
  作者：M.Angeles Herranz、Susana González、Ignacio Pérez、Nazario Martı́n

  DOI：10.1016/s0040-4020(00)01058-9

  日期：2001.1

  A new series of electroactive triads (10a-c) has been prepared by Knoevenagel condensation of formyl-containing pi -extended TTFs (9a-c) to a suitably functionalized dimer (8) derived from the electron acceptor TCAQ. The electronic spectra of the triads (10a-c) show the presence of an intramolecular charge transfer (ICT) band from the donor pi -extended TTF unit to the conjugated carbonyl groups. Theoretical calculations at the semiempirical PM3 level predict different geometrical structures for the triads which rule out a through space electronic interaction between the donor (pi -extended TTF) and acceptor (TCAQs) moieties. Cyclic voltammetric measurements reveal the amphoteric behaviour of triads 10a-c and a negligible electronic interaction between the redox chromophores. (C) 2001 Elsevier Science Ltd. All rights reserved.