3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)-6-methyl-4'-[3',5'-di-tert-butyl-4'-hydroxyphenyl]-tolane | 250610-06-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)-6-methyl-4'-[3',5'-di-tert-butyl-4'-hydroxyphenyl]-tolane
• 英文别名: 2,6-Ditert-butyl-4-[4-[2-[5-(3,5-ditert-butyl-4-hydroxyphenyl)-2-methylphenyl]ethynyl]phenyl]phenol
• CAS: 250610-06-1
• 化学式: C₄₃H₅₂O₂
• 分子量: 600.885
• InChiKey: SMRWFEWHWIPGKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.5
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)-6-methyl-4'-[3',5'-di-tert-butyl-4'-hydroxyphenyl]-tolane 在 sodium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 2,6-Ditert-butyl-4-[4-[2-[5-(3,5-ditert-butyl-4-oxocyclohexa-1,5-dien-1-yl)-2-methylphenyl]ethynyl]phenyl]phenolate
  参考文献：
  名称：

  Acyclic and Cyclic Di- and Tri(4-oxyphenyl-1,2-phenyleneethynylene)s:  Their Synthesis and Ferromagnetic Spin Interaction

  摘要：

  A new set of pi-conjugated and alternant but non-Kekule-type di- and tri(1,2-phenyleneethynylene)s pendantly substituted with phenoxyl radicals at the 4 positions (1a, 2a, and 3a) was synthesized. The synthesis of these acyclic and cyclic compounds was achieved through the head-to-tail coupling of a-bromo(or -iodo)-4-[3',5'-di-tert-butyl-4'-trimethylsiloxyl(or-hydroxy)phenyl]-1-ethynylbenzenes. The di- and triphenoxyl compounds (1a, and 2a and 3a) were triplet and quartet at the ground state, respectively, which was ascribed to a ferromagnetic coupling effect of the diphenyl ethynylene bridge for the pendant phenoxyls' spins. The cyclic pi-conjugation in 3a exhibited a stronger effect on the spin alignment.

  DOI：

  10.1021/jo990575i
• 作为产物：
  描述：

  4-(3',5'-di-tert-butyl-4'-hydroxyphenyl)ethynyl benzene 在 sodium hydroxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 21.5h， 生成 3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)-6-methyl-4'-[3',5'-di-tert-butyl-4'-hydroxyphenyl]-tolane
  参考文献：
  名称：

  Acyclic and Cyclic Di- and Tri(4-oxyphenyl-1,2-phenyleneethynylene)s:  Their Synthesis and Ferromagnetic Spin Interaction

  摘要：

  A new set of pi-conjugated and alternant but non-Kekule-type di- and tri(1,2-phenyleneethynylene)s pendantly substituted with phenoxyl radicals at the 4 positions (1a, 2a, and 3a) was synthesized. The synthesis of these acyclic and cyclic compounds was achieved through the head-to-tail coupling of a-bromo(or -iodo)-4-[3',5'-di-tert-butyl-4'-trimethylsiloxyl(or-hydroxy)phenyl]-1-ethynylbenzenes. The di- and triphenoxyl compounds (1a, and 2a and 3a) were triplet and quartet at the ground state, respectively, which was ascribed to a ferromagnetic coupling effect of the diphenyl ethynylene bridge for the pendant phenoxyls' spins. The cyclic pi-conjugation in 3a exhibited a stronger effect on the spin alignment.

  DOI：

  10.1021/jo990575i

文献信息

• Acyclic and Cyclic Di- and Tri(4-oxyphenyl-1,2-phenyleneethynylene)s:  Their Synthesis and Ferromagnetic Spin Interaction
  作者：Hiroyuki Nishide、Masahiro Takahashi、Junichi Takashima、Yong-Jin Pu、Eishun Tsuchida

  DOI：10.1021/jo990575i

  日期：1999.10.1

  A new set of pi-conjugated and alternant but non-Kekule-type di- and tri(1,2-phenyleneethynylene)s pendantly substituted with phenoxyl radicals at the 4 positions (1a, 2a, and 3a) was synthesized. The synthesis of these acyclic and cyclic compounds was achieved through the head-to-tail coupling of a-bromo(or -iodo)-4-[3',5'-di-tert-butyl-4'-trimethylsiloxyl(or-hydroxy)phenyl]-1-ethynylbenzenes. The di- and triphenoxyl compounds (1a, and 2a and 3a) were triplet and quartet at the ground state, respectively, which was ascribed to a ferromagnetic coupling effect of the diphenyl ethynylene bridge for the pendant phenoxyls' spins. The cyclic pi-conjugation in 3a exhibited a stronger effect on the spin alignment.