5,5'-diethynyl-2,2'-dimethoxybiphenyl | 916994-02-0

• 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: 5,5'-diethynyl-2,2'-dimethoxybiphenyl
• 英文别名: 4-Ethynyl-2-(5-ethynyl-2-methoxyphenyl)-1-methoxybenzene；4-ethynyl-2-(5-ethynyl-2-methoxyphenyl)-1-methoxybenzene
• CAS: 916994-02-0
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: MFQWJGLIHLNZKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5'-diethynyl-2,2'-dimethoxybiphenyl 、 5,10,15-triphenyl-20-(4-iodophenyl)porphyrin 在 四(三苯基膦)钯 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 65.0h， 以53%的产率得到5,5'-bis[4-(10,15,20-triphenyl-21H,23H-porphin-5-yl)phenylethynyl]-2,2'-dimethoxybiphenyl
  参考文献：
  名称：

  2,2′-Biphenyldiol-bridged bis(free base porphyrin): synthesis and chiroptical probing of asymmetric amino alcohols

  摘要：

  A new type of bis(free base porphyrin) 1, in which two porphyrin units are attached to the 5,5'-positions of the 2,2'-biphenyldiol group, has been synthesized. It exhibits exciton-coupled bisignate circular dichroism (CD) spectra upon interaction with chiral amino alcohols. The chiral information from the stereogenic center of amino alcohols is introduced as a twist of the porphyrin units in 1 via hydrogen bonding interactions, detectable by the signal in the CD spectrum. Based on these findings, it is proposed that 1 should serve as a reporter unit of chiral sensor systems. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.106
• 作为产物：
  描述：

  5,5'-diiodo-2,2'-dimethoxybiphenyl 在 bis-triphenylphosphine-palladium(II) chloride 氢氧化钾 、 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 6.0h， 生成 5,5'-diethynyl-2,2'-dimethoxybiphenyl
  参考文献：
  名称：

  2,2′-Biphenyldiol-bridged bis(free base porphyrin): synthesis and chiroptical probing of asymmetric amino alcohols

  摘要：

  A new type of bis(free base porphyrin) 1, in which two porphyrin units are attached to the 5,5'-positions of the 2,2'-biphenyldiol group, has been synthesized. It exhibits exciton-coupled bisignate circular dichroism (CD) spectra upon interaction with chiral amino alcohols. The chiral information from the stereogenic center of amino alcohols is introduced as a twist of the porphyrin units in 1 via hydrogen bonding interactions, detectable by the signal in the CD spectrum. Based on these findings, it is proposed that 1 should serve as a reporter unit of chiral sensor systems. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.09.106

文献信息

• 2,2′-Biphenyldiol-bridged bis(free base porphyrin): synthesis and chiroptical probing of asymmetric amino alcohols
  作者：Yusuke Ishii、Yoichi Onda、Yuji Kubo

  DOI：10.1016/j.tetlet.2006.09.106

  日期：2006.11

  A new type of bis(free base porphyrin) 1, in which two porphyrin units are attached to the 5,5'-positions of the 2,2'-biphenyldiol group, has been synthesized. It exhibits exciton-coupled bisignate circular dichroism (CD) spectra upon interaction with chiral amino alcohols. The chiral information from the stereogenic center of amino alcohols is introduced as a twist of the porphyrin units in 1 via hydrogen bonding interactions, detectable by the signal in the CD spectrum. Based on these findings, it is proposed that 1 should serve as a reporter unit of chiral sensor systems. (c) 2006 Elsevier Ltd. All rights reserved.