1,1'-(buta-1,3-diene-1,1-diyl)dinaphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,1'-(buta-1,3-diene-1,1-diyl)dinaphthalene
• 英文别名: 1-(1-Naphthalen-1-ylbuta-1,3-dienyl)naphthalene
• 化学式: C₂₄H₁₈
• 分子量: 306.407
• InChiKey: KBHAWUNJWHXJTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• 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

• 作为产物：
  描述：

  1-溴代萘 、 N'-(cyclopropyl(naphthalen-1-yl)methylene)-4-methylbenzenesulfonyl hydrazide 在 双(乙腈)氯化钯(II) 、 lithium tert-butoxide 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.02h， 以54%的产率得到1,1'-(buta-1,3-diene-1,1-diyl)dinaphthalene
  参考文献：
  名称：

  Palladium-catalyzed cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides: an easy access to multisubstituted 1,3-butadienes

  摘要：

  Direct synthesis of 1,1-disubstitued 1,3-butadienes has been efficiently realized from the cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides by means of PdCl2(MeCN)(2) as catalyst. 1,1,4-Trisubstitued 1,3-butadiene derivatives were obtained in up to 70% yields through a one-pot procedure catalyzed by Pd(OAc)(2) in the presence of excessive amount of aromatic bromides. The present methodology provides an easy and efficient route to multisubstituted 1,3-butadienes. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.072

文献信息

• Palladium-catalyzed cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides: an easy access to multisubstituted 1,3-butadienes
  作者：Qin Yang、Huining Chai、Tingting Liu、Zhengkun Yu

  DOI：10.1016/j.tetlet.2013.09.072

  日期：2013.11

  Direct synthesis of 1,1-disubstitued 1,3-butadienes has been efficiently realized from the cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides by means of PdCl2(MeCN)(2) as catalyst. 1,1,4-Trisubstitued 1,3-butadiene derivatives were obtained in up to 70% yields through a one-pot procedure catalyzed by Pd(OAc)(2) in the presence of excessive amount of aromatic bromides. The present methodology provides an easy and efficient route to multisubstituted 1,3-butadienes. (C) 2013 Elsevier Ltd. All rights reserved.