1,6-bis(4-iodophenoxy)-2,4-hexadiyne | 30312-03-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,6-bis(4-iodophenoxy)-2,4-hexadiyne
• 英文别名: 1,6-bis(p-iodophenoxy)-2,4-hexadiyne；1,6-Bis-(p-iodophenoxy)-hexadiin-2,4；1-iodo-4-[6-(4-iodophenoxy)hexa-2,4-diynoxy]benzene
• CAS: 30312-03-9
• 化学式: C₁₈H₁₂I₂O₂
• 分子量: 514.101
• InChiKey: QTZCTJTUFRLKAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.36
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,6-bis(4-iodophenoxy)-2,4-hexadiyne 在 一氯化碘 作用下， 以 二氯甲烷 为溶剂， 反应 0.67h， 以70%的产率得到3,3',6,6'-tetraiodo-2H,2'H-4,4'-bichromene
  参考文献：
  名称：

  ICl-Mediated Intramolecular Twofold Iodoarylation of Diynes and Diynyl Diethers and Amines: Synthesis of Bis(2H-hydronaphthalene and chromene) and 2H-Quinoline Bearing an Alkenyl Iodide Moiety

  摘要：

  Electrophilic intramolecular twofold iodoarylation was developed from the reaction of diynes and diynyl diethers and amines with iodine monochloride under mild conditions, which produced bis(2H-hydronaphthalene and chromene) and 2H-quinoline bearing an alkenyl iodide moiety in good to excellent yields. These compounds underwent Pd-catalyzed cross-coupling reactions with arylboronic acid and indium tris(arylthiolate) to produce the functionalized styrene derivatives.

  DOI：

  10.1021/jo401922b
• 作为产物：
  描述：

  1-iodo-4-(prop-2-yn-1-yloxy)benzene 在 吡啶 、 氧气 、 copper(l) chloride 作用下， 生成 1,6-bis(4-iodophenoxy)-2,4-hexadiyne
  参考文献：
  名称：

  Makhsumov,A.G.; Mirzabaev,E.A., Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, p. 2289

  摘要：

  DOI：

文献信息

• Hybrid System of Metal/Brønsted Acid Relay Catalysis for the Intramolecular Double Hydroarylation and Cationic Cyclization of Diyne Diethers and Diamines
  作者：Juntae Mo、Dahan Eom、Euichul Lee、Phil Ho Lee

  DOI：10.1021/ol301522y

  日期：2012.7.20

  We have developed a hybrid system of metal/Bronsted acid relay catalysis for the intramolecular double hydroarylation and cationic cyclization of diyne diethers and diamines to give 4,4'-bi(2H-chromene), bi(2H-quinoline), and dioxafluoranthenes starting from 2,4-diyne-1,6-diethers and diamines in one reaction vessel under mild conditions.