(E)-1-phenylhex-3-ene-1,5-diyne | 145297-41-2

• 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: (E)-1-phenylhex-3-ene-1,5-diyne
• 英文别名: E-1-phenylhexa-1,5-diyn-3-ene；E-1-phenylhexa-1,5-diyne-3-ene；[(E)-hex-3-en-1,5-diynyl]benzene
• CAS: 145297-41-2
• 化学式: C₁₂H₈
• 分子量: 152.196
• InChiKey: BYXULKSCMAKBBN-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  反-1,2-二氯乙烯 、 (E)-1-phenylhex-3-ene-1,5-diyne 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 乙基溴化镁 作用下， 生成 E,E,E-1,14-diphenyltetradeca-1,5,9,13-tetrayn-3,7,11-triene
  参考文献：
  名称：

  Synthesis and characterization of cobalt and molybdenum complexes derived from linear conjugated diynenes, triynedienes and tetraynetrienes

  摘要：

  Z-1,6-Bis(trimethylsilyl)hexa-1,5-diyn-3-ene (2a), E-hexa-1,5-diyn-3-ene (3b) and related compounds (3a, c and d) were synthesized by standard methods. The Grignard reagent (3e) derived from 1-phenylhexa-1,5-diyn-3-ene (3d) was coupled with E-1-chloro-4-phenyl-1-buten-3-yne to give E,E-1,10-diphenyldeca-1,5,9-triyne-3,7-diene (4) and with E-1,2-dichloroethene to give E,E,E-1,14-diphenyltetradeca-1,5,9,13-tetrayne-3,7,11-triene (5). Hexa-1,5-diyn-3-ene complexes coordinated to one (7a, 8) and two (6a-d) hexacarbonyldicobalt units were prepared from the appropriate ligands and octacarbonyldicobalt. Tris- (9) and tetrakis- (10) hexacarbonyldicobalt complexes of the triynediene (4) and tetraynetriene (5) ligands were prepared similarly. Mono (7b) and bis (6e) di-eta5-cyclopentadienyltetracarbonyldimolybdenum complexes of E-1,6-bis(trimethylsilyl)hexa-1,5-diyn-3-ene were prepared by treating free diynene (3a) with the appropriate amount of [(eta5-C5H5)Mo(CO)2]2. Spectroscopic characteristics (NMR, IR, UV) of the complexes are presented and discussed.

  DOI：

  10.1016/0022-328x(92)80230-u
• 作为产物：
  描述：

  (E)-1-chloro-4-phenyl-1-buten-3-yne 在 lithium hydroxide 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 乙基溴化镁 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 17.0h， 生成 (E)-1-phenylhex-3-ene-1,5-diyne
  参考文献：
  名称：

  Synthesis and characterization of cobalt and molybdenum complexes derived from linear conjugated diynenes, triynedienes and tetraynetrienes

  摘要：

  Z-1,6-Bis(trimethylsilyl)hexa-1,5-diyn-3-ene (2a), E-hexa-1,5-diyn-3-ene (3b) and related compounds (3a, c and d) were synthesized by standard methods. The Grignard reagent (3e) derived from 1-phenylhexa-1,5-diyn-3-ene (3d) was coupled with E-1-chloro-4-phenyl-1-buten-3-yne to give E,E-1,10-diphenyldeca-1,5,9-triyne-3,7-diene (4) and with E-1,2-dichloroethene to give E,E,E-1,14-diphenyltetradeca-1,5,9,13-tetrayne-3,7,11-triene (5). Hexa-1,5-diyn-3-ene complexes coordinated to one (7a, 8) and two (6a-d) hexacarbonyldicobalt units were prepared from the appropriate ligands and octacarbonyldicobalt. Tris- (9) and tetrakis- (10) hexacarbonyldicobalt complexes of the triynediene (4) and tetraynetriene (5) ligands were prepared similarly. Mono (7b) and bis (6e) di-eta5-cyclopentadienyltetracarbonyldimolybdenum complexes of E-1,6-bis(trimethylsilyl)hexa-1,5-diyn-3-ene were prepared by treating free diynene (3a) with the appropriate amount of [(eta5-C5H5)Mo(CO)2]2. Spectroscopic characteristics (NMR, IR, UV) of the complexes are presented and discussed.

  DOI：

  10.1016/0022-328x(92)80230-u

文献信息

• A direct route to conjugated enediynes from dipropargylic sulfones by a modified one-flask Ramberg–Bäcklund reaction
  作者：Xiaoping Cao、Yuying Yang、Xiaolong Wang

  DOI：10.1039/b207296n

  日期：——

  The reaction of dipropargylic sulfones with dibromodifluoromethane in the presence of alumina-supported KOH in dichloromethane solution results in facile rearrangement affording the corresponding conjugated linear and cyclic enediynes in good yields. This result shows that the direct transformation of α- and α′-hydrogen bearing sulfones assembles enediyne units without resorting to the prior preparation

  双炔丙基的反应 砜类 和 二溴二氟甲烷 在氧化铝负载的情况下 酸值 在二氯甲烷溶液中的溶液导致容易的重排，提供了相应的共轭线性和环状 恩尼迪恩斯丰产。该结果表明，α-和α'-氢原子的直接转化砜类 组装二烯二炔单元，而无需事先准备α-卤代烷 砜 前体在一个单独的步骤中。
• Synthesis of polyphenylene derivatives by thermolysis of enediynes and dialkynylaromatic monomers
  作者：Jens A John、James M Tour

  DOI：10.1016/s0040-4020(97)00977-0

  日期：1997.11

  Described are the syntheses of substituted enediynes and dialkynylaromatics using Pd- or cross coupling procedures. The products were then thermalized to afford the corresponding poly(p-phenylene)s, poly(1,4-naphthalene)s, poly(benzo[c]thiophene)s, and poly(dibenzothiophene)s. Fifteen examples are provided that show the scope of the polymerization process based upon substituent patterns and cyclization

  描述了使用Pd-或交叉偶联方法的取代烯二炔和二炔炔衍生物的合成。然后将产物加热，得到相应的聚（对苯撑），聚（1,4-萘），聚（苯并[ c]]噻吩和聚（二苯并噻吩）。提供了十五个实例，其基于取代基图案和环化部分显示了聚合过程的范围。使用热重分析法证明了新衍生的聚合物具有极好的热回弹性。通常使用与聚合物重复单元结构相似的小分子的红外数据相关性来确定聚合物的结构。由GCMS分析的二聚中间体的自由基捕获进一步证实了所提出的机理路线。通过监测单体消耗程度相对于聚合物分子量来确定逐步增长的聚合方式。
• Direct conversion of dipropargylic sulfones into (E)- and (Z)-hex-3-ene-1,5-diynes by a modified one-flask Ramberg-Bäcklund reaction
  作者：Xiao-Ping Cao、Tze-Lock Chan、Hak-Fun Chow

  DOI：10.1016/0040-4039(95)02345-3

  日期：1996.2

  (E)- and (Z)-enediynes7 are readily synthesized in good yields from a one-pot modified Ramberg-Bäcklund reaction from dipropargylic sulfones 5.

  （E）和（Z）-烯二炔7可以很容易地从双炔丙基砜5的一锅式修饰Ramberg-Bäcklund反应中以高收率合成。