trans-2-[2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecyn-16-yl)ethenyl]-3-(2-sulfobenzyl)benzothiazolium betaine | 205388-75-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: trans-2-[2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecyn-16-yl)ethenyl]-3-(2-sulfobenzyl)benzothiazolium betaine
• 英文别名: 2-[[2-[(E)-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethenyl]-1,3-benzothiazol-3-ium-3-yl]methyl]benzenesulfonate
• CAS: 205388-75-6
• 化学式: C₃₀H₃₁NO₈S₂
• 分子量: 597.71
• InChiKey: JDUJTBKGNHDOQJ-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  41.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  107.23
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  trans-2-[2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecyn-16-yl)ethenyl]-3-(2-sulfobenzyl)benzothiazolium betaine 在 magnesium(II) perchlorate 作用下， 以 乙腈 为溶剂， 生成 1-cis-3-di[3-(2-sulfobenzyl)benzothiazolium-2-yl]-trans-2-trans-4-di(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecyn-16-yl)cyclobutane
  参考文献：
  名称：

  Crown ether styryl dyes

  摘要：

  Novel styryl dyes (trans-2a,b) containing a 15-crown-5 ether moiety and an N-sulfobenzyl spacer were synthesized. The reactions of trans-2a,b with Mg(ClO4)(2) in MeCN afford dimeric complexes. During photolysis of the latter, trans-cis isomerization to give anion-"capped" complexes (cis-2a,b). Mg2+ and stereospecific [2+2] autocycloaddition to yield cyclobutane derivative occur in parallel. The ratio of the two transformation pathways of dyes 2a,b depends on the spacer type. To interpret the experimental data, the molecular-mechanics and semiempirical quantum-chemical calculations were performed.

  DOI：

  10.1007/bf02495515
• 作为产物：
  描述：

  3H-2,1-苯并氧硫杂环戊烯 1,1-二氧化物 在 吡啶 作用下， 反应 9.0h， 生成 trans-2-[2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecyn-16-yl)ethenyl]-3-(2-sulfobenzyl)benzothiazolium betaine
  参考文献：
  名称：

  Crown ether styryl dyes

  摘要：

  Novel styryl dyes (trans-2a,b) containing a 15-crown-5 ether moiety and an N-sulfobenzyl spacer were synthesized. The reactions of trans-2a,b with Mg(ClO4)(2) in MeCN afford dimeric complexes. During photolysis of the latter, trans-cis isomerization to give anion-"capped" complexes (cis-2a,b). Mg2+ and stereospecific [2+2] autocycloaddition to yield cyclobutane derivative occur in parallel. The ratio of the two transformation pathways of dyes 2a,b depends on the spacer type. To interpret the experimental data, the molecular-mechanics and semiempirical quantum-chemical calculations were performed.

  DOI：

  10.1007/bf02495515