4-[[4-(dimethylamino)phenyl]-(3-thiatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-2-ylidene)methyl]-N,N-dimethylaniline | 875761-79-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-[[4-(dimethylamino)phenyl]-(3-thiatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-2-ylidene)methyl]-N,N-dimethylaniline
• CAS: 875761-79-8
• 化学式: C₂₉H₂₈N₂S
• 分子量: 436.621
• InChiKey: PYSPEGBGTSPKNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  31.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[[4-(dimethylamino)phenyl]-(3-thiatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-2-ylidene)methyl]-N,N-dimethylaniline 在 碘 、 叔丁基锂 作用下， 生成 3-[Bis(4-methoxyphenyl)methylidene]-13-[4-(dimethylamino)phenyl]spiro[2-thiatetracyclo[6.5.2.04,15.011,14]pentadeca-1(13),4,6,8(15),9,11(14)-hexaene-12,4'-cyclohexa-2,5-diene]-1'-one
  参考文献：
  名称：

  The first stable tetraarylacenaphthenequinodimethanes exhibiting electrochromism with ‘write-protect’ option: preparation, highly deformed structure, and reversible interconversion with acenaphthylene-5,6-diyl dicationic dyes

  摘要：

  Severely deformed title quinodimethanes [1,2-bis(diarylmethylene)acenaphthenes] 1 have been designed and prepared as novel electrochromic materials, which can be reversibly interconverted with the deeply colored dicationic dyes 1(2+) with acenaphthylene-1,2-diyl skeleton. The X-ray analysis of 1 revealed that the inner two aryl groups are forced to overlap in proximity, which can account for the facile electrocyclization process to the isomer. By combination of reversible electrochemical transformation with irreversible isomerization process, the present system provides a prototype for novel molecular response systems equipped with the 'write-protect' option. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.059
• 作为产物：
  描述：

  1H,3H-萘并[1,8-cd]噻喃 、 米氏酮 在 正丁基锂 、 对甲苯磺酸 作用下， 以94%的产率得到4-[[4-(dimethylamino)phenyl]-(3-thiatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaen-2-ylidene)methyl]-N,N-dimethylaniline
  参考文献：
  名称：

  The first stable tetraarylacenaphthenequinodimethanes exhibiting electrochromism with ‘write-protect’ option: preparation, highly deformed structure, and reversible interconversion with acenaphthylene-5,6-diyl dicationic dyes

  摘要：

  Severely deformed title quinodimethanes [1,2-bis(diarylmethylene)acenaphthenes] 1 have been designed and prepared as novel electrochromic materials, which can be reversibly interconverted with the deeply colored dicationic dyes 1(2+) with acenaphthylene-1,2-diyl skeleton. The X-ray analysis of 1 revealed that the inner two aryl groups are forced to overlap in proximity, which can account for the facile electrocyclization process to the isomer. By combination of reversible electrochemical transformation with irreversible isomerization process, the present system provides a prototype for novel molecular response systems equipped with the 'write-protect' option. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.059

文献信息

• The first stable tetraarylacenaphthenequinodimethanes exhibiting electrochromism with ‘write-protect’ option: preparation, highly deformed structure, and reversible interconversion with acenaphthylene-5,6-diyl dicationic dyes
  作者：Takanori Suzuki、Shinichi Iwashita、Tsuyoshi Yoshino、Hidetoshi Kawai、Kenshu Fujiwara、Masakazu Ohkita、Takashi Tsuji、Kazunori Ono、Masami Takenaka

  DOI：10.1016/j.tetlet.2005.11.059

  日期：2006.1

  Severely deformed title quinodimethanes [1,2-bis(diarylmethylene)acenaphthenes] 1 have been designed and prepared as novel electrochromic materials, which can be reversibly interconverted with the deeply colored dicationic dyes 1(2+) with acenaphthylene-1,2-diyl skeleton. The X-ray analysis of 1 revealed that the inner two aryl groups are forced to overlap in proximity, which can account for the facile electrocyclization process to the isomer. By combination of reversible electrochemical transformation with irreversible isomerization process, the present system provides a prototype for novel molecular response systems equipped with the 'write-protect' option. (c) 2005 Elsevier Ltd. All rights reserved.