1-methoxy-4-((4-(phenylbuta-1,3-diyn-1-yl)phenyl)ethynyl)benzene | 1013637-03-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-methoxy-4-((4-(phenylbuta-1,3-diyn-1-yl)phenyl)ethynyl)benzene
• CAS: 1013637-03-0
• 化学式: C₂₅H₁₆O
• 分子量: 332.401
• InChiKey: ULNNZTUENZLACM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-(4-iodophenyl)-5-phenylpenta-1,4-diyn-3-one 在 1,1'-双(二苯基膦)二茂铁 、 copper(l) iodide 、 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 四(三苯基膦)钯 、 二异丙胺 、 氯苯 作用下， 以 甲苯 为溶剂， 反应 24.5h， 生成 1-methoxy-4-((4-(phenylbuta-1,3-diyn-1-yl)phenyl)ethynyl)benzene
  参考文献：
  名称：

  Rh(I)-Catalyzed Decarbonylation of Diynones via C–C Activation: Orthogonal Synthesis of Conjugated Diynes

  摘要：

  Utilization of C-C bond activation as a unique mode of reactivity for constructing C-C bonds provides new strategies for preparing important organic molecules. Development of a Rh(I)-catalyzed C-C activation of diynones to synthesize symmetrical and unsymmetrical conjugated diynes through decarbonylation is reported. This C-C cleavage strategy takes advantage of the innate reactivity of conjugated ynones without relying on any ring strain or auxiliary directing group. This alkynation method also has orthogonal properties compared to typical cross-coupling reactions.

  DOI：

  10.1021/ol400815y

文献信息

• 1,2-Diarylethenyl Sulfones: Readily-Prepared Masked Diarylethynes for Access to Aryleneethynylenes
  作者：Akihiro Orita、Junzo Otera、Takashi Doi、Daisuke Matsuo、Ryosuke Saijo

  DOI：10.1055/s-2007-990924

  日期：2008.1

  1,2-Di(halophenyl)ethenyl phenyl sulfones were prepared readily by successive treatment of halophenylmethyl sulfones with LiHMDS (lithium hexamethyldisilazide), halobenzaldehydes, diethyl chlorophosphate and LiHMDS. The di(halophenyl)ethenyl sulfones thus obtained were transformed successfully to aryleneethynylenes by Sonogashira coupling with arylethyne followed by LiHMDS-promoted elimination of phenylsulfinic acid.

  通过用六甲基二硅氮化锂（LiHMDS）、卤代苯甲醛、氯磷酸二乙酯和六甲基二硅氮化锂连续处理卤代苯甲基砜，可以很容易地制备出 1,2-二（卤苯基）乙烯基苯砜。这样得到的二（卤苯基）乙烯基砜通过与芳基乙炔的 Sonogashira 偶联，然后在 LiHMDS 的促进下消除苯亚磺酸，成功地转化为芳基乙炔。