2-[4-[4-[4-[2-Carboxy-5-oct-1-ynyl-3-[4-(2-trimethylsilylethynyl)phenyl]phenyl]phenyl]buta-1,3-diynyl]phenyl]-4-oct-1-ynyl-6-[4-(2-trimethylsilylethynyl)phenyl]benzoic acid | 1061381-57-4

• 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: 2-[4-[4-[4-[2-Carboxy-5-oct-1-ynyl-3-[4-(2-trimethylsilylethynyl)phenyl]phenyl]phenyl]buta-1,3-diynyl]phenyl]-4-oct-1-ynyl-6-[4-(2-trimethylsilylethynyl)phenyl]benzoic acid
• 英文别名: 2-[4-[4-[4-[2-carboxy-5-oct-1-ynyl-3-[4-(2-trimethylsilylethynyl)phenyl]phenyl]phenyl]buta-1,3-diynyl]phenyl]-4-oct-1-ynyl-6-[4-(2-trimethylsilylethynyl)phenyl]benzoic acid
• CAS: 1061381-57-4
• 化学式: C₆₈H₆₆O₄Si₂
• 分子量: 1003.44
• InChiKey: QKYOYEZGRCWAGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.26
• 重原子数：
  74
• 可旋转键数：
  23
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[4-[4-[4-[2-Carboxy-5-oct-1-ynyl-3-[4-(2-trimethylsilylethynyl)phenyl]phenyl]phenyl]buta-1,3-diynyl]phenyl]-4-oct-1-ynyl-6-[4-(2-trimethylsilylethynyl)phenyl]benzoic acid 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 5.5h， 以20%的产率得到
  参考文献：
  名称：

  Sequence- and Chain-Length-Specific Complementary Double-Helix Formation

  摘要：

  The artificial sequential strands consisting of two, three, or four m-terphenyl groups joined by diacetylene linkers with complementary binding sites, either the chiral amidine (A) or achiral carboxyl (C) group, were synthesized in a stepwise manner. Using circular dichroism and H-1 NMR spectroscopies along with liquid chromatography, we showed that, when three dimeric molecular strands (AA, CC, and AC) or six trimeric molecular strands (AAA, CCC, AAC, CCA, ACA, and CAC) were mixed in solution, the complementary strands were sequence-specifically hybridized to form one-handed double-helical dimers AA center dot CC and (AC)(2) or trimers AAA center dot CCC, AAC center dot CCA, and ACA center dot CAC, respectively, through complementary amidinium-carboxylate salt bridges. Upon the addition of CCA to a mixture of AAA, AAC, and ACA, the AAC center dot CCA double helix was selectively formed and then isolated from the mixture by chromatography. Moreover, the homo-oligomer mixtures of amidine or carboxylic acid from the monomers to tetramers (A, AA, AAAA, C, CC, and CCCC) assembled with a precise chain length specificity to form A center dot C, AA center dot CC, and AAAA center dot CCCC, which were separated by chromatography.

  DOI：

  10.1021/ja806194e
• 作为产物：
  描述：

  2'-carboxy-4-ethynyl-4''-trimethylsilylethynyl-5'-(1-octynyl)-1,1':3',1''-terphenyl 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以84%的产率得到2-[4-[4-[4-[2-Carboxy-5-oct-1-ynyl-3-[4-(2-trimethylsilylethynyl)phenyl]phenyl]phenyl]buta-1,3-diynyl]phenyl]-4-oct-1-ynyl-6-[4-(2-trimethylsilylethynyl)phenyl]benzoic acid
  参考文献：
  名称：

  Sequence- and Chain-Length-Specific Complementary Double-Helix Formation

  摘要：

  The artificial sequential strands consisting of two, three, or four m-terphenyl groups joined by diacetylene linkers with complementary binding sites, either the chiral amidine (A) or achiral carboxyl (C) group, were synthesized in a stepwise manner. Using circular dichroism and H-1 NMR spectroscopies along with liquid chromatography, we showed that, when three dimeric molecular strands (AA, CC, and AC) or six trimeric molecular strands (AAA, CCC, AAC, CCA, ACA, and CAC) were mixed in solution, the complementary strands were sequence-specifically hybridized to form one-handed double-helical dimers AA center dot CC and (AC)(2) or trimers AAA center dot CCC, AAC center dot CCA, and ACA center dot CAC, respectively, through complementary amidinium-carboxylate salt bridges. Upon the addition of CCA to a mixture of AAA, AAC, and ACA, the AAC center dot CCA double helix was selectively formed and then isolated from the mixture by chromatography. Moreover, the homo-oligomer mixtures of amidine or carboxylic acid from the monomers to tetramers (A, AA, AAAA, C, CC, and CCCC) assembled with a precise chain length specificity to form A center dot C, AA center dot CC, and AAAA center dot CCCC, which were separated by chromatography.

  DOI：

  10.1021/ja806194e

文献信息

• Double-Stranded Supramolecular Assembly through Salt Bridge Formation between Rigid and Flexible Amidine and Carboxylic Acid Strands
  作者：Hiroki Iida、Munenori Shimoyama、Yoshio Furusho、Eiji Yashima

  DOI：10.1021/jo902158v

  日期：2010.1.15

  A series of monomeric strands consisting of m-terphenyl backbones with chiral rigid C-linked (3) and flexible N-linked (5) formamidines and achiral carboxylic acid (4) and flexible carboxymethyl (6) residues were synthesized, and their duplex formations through amidinium−carboxylate salt bridges were investigated by NMR, circular dichroism (CD), and UV−visible spectroscopies. The salt bridge-derived

  一系列组成的单体链的米-三联苯骨架与手性刚性Ç -连接的（3）和柔性ñ -连接的（5）甲脒和非手性羧酸（4）和柔性羧甲基（6）残基进行合成，和它们的双工地层通过am-羧酸盐桥进行了NMR，圆二色性（CD）和UV可见光谱学研究。盐桥衍生的双链体的形成在很大程度上取决于甲am和羧酸链的结构，以及C-连接的甲am链3与柔性的N联甲am链5形成了更加稳定的互补羧酸链（4和6）的双链体。单晶X射线分析表明，双链体5·4具有偏斜的右手双螺旋结构。还通过由二乙炔连接基连接的5和4的二聚体合成了互补的双链体二聚体。可变温度CD测量表明，双链体具有由柔性N-连接的甲from单元产生的动态双螺旋结构。
• Sequence- and Chain-Length-Specific Complementary Double-Helix Formation
  作者：Hiroshi Ito、Yoshio Furusho、Toshihide Hasegawa、Eiji Yashima

  DOI：10.1021/ja806194e

  日期：2008.10.22

  The artificial sequential strands consisting of two, three, or four m-terphenyl groups joined by diacetylene linkers with complementary binding sites, either the chiral amidine (A) or achiral carboxyl (C) group, were synthesized in a stepwise manner. Using circular dichroism and H-1 NMR spectroscopies along with liquid chromatography, we showed that, when three dimeric molecular strands (AA, CC, and AC) or six trimeric molecular strands (AAA, CCC, AAC, CCA, ACA, and CAC) were mixed in solution, the complementary strands were sequence-specifically hybridized to form one-handed double-helical dimers AA center dot CC and (AC)(2) or trimers AAA center dot CCC, AAC center dot CCA, and ACA center dot CAC, respectively, through complementary amidinium-carboxylate salt bridges. Upon the addition of CCA to a mixture of AAA, AAC, and ACA, the AAC center dot CCA double helix was selectively formed and then isolated from the mixture by chromatography. Moreover, the homo-oligomer mixtures of amidine or carboxylic acid from the monomers to tetramers (A, AA, AAAA, C, CC, and CCCC) assembled with a precise chain length specificity to form A center dot C, AA center dot CC, and AAAA center dot CCCC, which were separated by chromatography.