1-[(Z)-1-butyltellanyl-4-(4-methoxyphenyl)but-1-en-3-ynyl]-4-methoxybenzene | 142025-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[(Z)-1-butyltellanyl-4-(4-methoxyphenyl)but-1-en-3-ynyl]-4-methoxybenzene
• CAS: 142025-10-3
• 化学式: C₂₂H₂₄O₂Te
• 分子量: 448.031
• InChiKey: SZROYYSNLNUFIA-UYOCIXKTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.02
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 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-[(Z)-1-butyltellanyl-4-(4-methoxyphenyl)but-1-en-3-ynyl]-4-methoxybenzene 在 正丁基锂 、 水 作用下， 生成 (E)-4,4'-(but-1-en-3-yne-1,4-diyl)bis(methoxybenzene)
  参考文献：
  名称：

  锂-碲交换反应在（Z）-1-丁基碲-1,4-双（有机基）but-1-上的锂-碲交换反应合成（E）-1,4-双（有机基）but-1-en-3-ynes en-3-ynes。

  摘要：

  1,4-双）有机基）-1,3-丁二炔与二丁基二碲化物和硼氢化钠在乙醇中在回流下反应生成（Z）-1-丁基碲-1,4-双（有机基）but-1-en-3 -ynes，先用丁基锂然后用水处理，以高收率得到（E）-1,4-双（有机基）but-1-en-3-ynes。

  DOI：

  10.1016/s0040-4039(00)74184-0
• 作为产物：
  描述：

  二正丁基碲 、 1,4-bis(4-methoxyphenyl)-1,3-butadiyne 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以68%的产率得到1-[(Z)-1-butyltellanyl-4-(4-methoxyphenyl)but-1-en-3-ynyl]-4-methoxybenzene
  参考文献：
  名称：

  锂-碲交换反应在（Z）-1-丁基碲-1,4-双（有机基）but-1-上的锂-碲交换反应合成（E）-1,4-双（有机基）but-1-en-3-ynes en-3-ynes。

  摘要：

  1,4-双）有机基）-1,3-丁二炔与二丁基二碲化物和硼氢化钠在乙醇中在回流下反应生成（Z）-1-丁基碲-1,4-双（有机基）but-1-en-3 -ynes，先用丁基锂然后用水处理，以高收率得到（E）-1,4-双（有机基）but-1-en-3-ynes。

  DOI：

  10.1016/s0040-4039(00)74184-0

文献信息

• Transmetalation of <i>Z</i>-Telluroenynes: Stereoselective Synthesis of <i>Z</i>-Enynols and Their Application in Palladium-Catalyzed Cyclization
  作者：Caroline C. Schneider、Helton Caldeira、Bibiana M. Gay、Davi F. Back、Gilson Zeni

  DOI：10.1021/ol902896x

  日期：2010.3.5

  The synthesis of various Z-enynols via reaction of vinyllithium intermediate with aldehydes and ketones is described. The subsequent cyclization of a wide variety of Z-enynols afforded substituted furans and dihydrofurans with high regioselectivity under mild reaction conditions.
• Iodocyclization of (<i>Z</i>)-1-(Butyltelluro)-1,4-diorganylbut-1-en-3-ynes. Synthesis and Reactions of 3-Iodotellurophenes
  作者：Miguel J. Dabdoub、Vânia B. Dabdoub、Marco A. Pereira、Julio Zukerman-Schpector

  DOI：10.1021/jo961461z

  日期：1996.1.1

  The iodocyclization of(Z)-tellurobutenynes 5a-g by reaction with I-2/petroleum ether was studied in detail. 3-Iodotellurophenes 7a-f were formed, and optimum conditions to obtain these compounds in high yields were established. The reaction involves attack of iodide at the initially formed intermediate of type 10 followed by ring closure that is favored by the strong aromatic character of the resulting products. Two possible and alternative pathways for the ring closure are proposed to explain our observations: (a) transformation of 10 to 11 that undergoes further cyclization to give 7a-f (pathway a) or (b) direct cyclization of 10 to give tellurophene diiodide 9 (pathway b). The products and side products obtained are in agreement with the proposed mechanisms. Formation of 7a from ditelluride 14 and iodine provides additional evidence of the intermediacy of 11 (in pathway a). Structures of 7a and 5g were elucidated by X-ray crystallography. In the case of compound 5e, where a terminal triple bond was present, the resulting intermediate of type 10 also underwent the attack of iodide directly at the terminal carbon to give compound 12 together with 7e. Ring-opening of 3-iodotellurophene 7a occurs by reaction with n-butyllithium to form acyclic ditelluride 14 or monotelluride 16 depending on. the alkyllithium amounts employed. Plausible mechanisms for these novel reactions are proposed and supported. Conversion of 7a to 3-(butyltelluro)-2,5-diphenyltellurophen (22) was carried out readily by an unusual ''aromatic nucleophilic substitution'' using the butyl tellurolate anion.