4'-(5-ethynyl-2-thienyl)-2,2':6',2''-terpyridine | 1105009-46-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4'-(5-ethynyl-2-thienyl)-2,2':6',2''-terpyridine
• 英文别名: 4'-(5-Ethynyl-2-thienyl)-2,2':6',2''-terpyridine；4-(5-ethynylthiophen-2-yl)-2,6-dipyridin-2-ylpyridine
• CAS: 1105009-46-8
• 化学式: C₂₁H₁₃N₃S
• 分子量: 339.42
• InChiKey: NEHZZKLPOQFIQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (μ-SCH₂N(4-iodophenyl)CH₂S)Fe₂(CO)₆ 、 4'-(5-ethynyl-2-thienyl)-2,2':6',2''-terpyridine 在 bis-triphenylphosphine-palladium(II) chloride triethylamine 、 CuI 作用下， 以 四氢呋喃 为溶剂， 以24%的产率得到
  参考文献：
  名称：

  Fe-only 氢化酶活性位点模拟物：Fe2(CO)6(μ-ADT)（ADT=氮杂二硫醇）簇带有 2,2':6',2"-三联吡啶侧链结构域并含有炔基噻吩基或炔基亚苯基间隔基

  摘要：

  摘要 我们报告了两个 Fe2(CO)6(μ-ADT)（ADT = azadithiolate）簇的合成和单晶结构，这些簇带有侧链 tpy (tpy = 2,2':6',2"-terpyridine) 域并含有炔基噻吩Fe-only 氢化酶活性位点模拟物和 tpy 金属结合单元之间的炔基亚苯基间隔物。

  DOI：

  10.1016/j.inoche.2009.06.003

文献信息

• Wiring terpyridine: approaches to alkynylthienyl 2,2′:6′,2″-terpyridines
  作者：Edwin C. Constable、Egbert Figgemeier、Catherine E. Housecroft、Swarna Latha Kokatam、Elaine A. Medlycott、Markus Neuburger、Silvia Schaffner、Jennifer A. Zampese

  DOI：10.1039/b811747k

  日期：——

  The reaction of triisopropylsilylethyne or trimethylsilylethyne with 4′-(5-bromo-2-thienyl)-2,2′:6′,2″-terpyridine (1) leads to 4′-(5-triisopropylsilylethynyl-2-thienyl)-2,2′:6′,2″-terpyridine (3) or 4′-(5-trimethylsilylethynyl-2-thienyl)-2,2′:6′,2″-terpyridine (4). The latter compound may be deprotected to give 4′-(5-ethynyl-2-thienyl)-2,2′:6′,2″-terpyridine (5). Treatment of the complexes [Ru(1)2][PF6]2, [Ru(tpy)(1)][PF6]2 and [Ru(2)2][PF6]2 (2 = 4′-(4-bromo-2-thienyl)-2,2′:6′,2″-terpyridine) with triisopropylsilylethyne yields the corresponding homoleptic and heteroleptic alkynylthienyl-terminated ruthenium(II) complexes, for which spectroscopic and electrochemical data are presented. The reaction of [RuCl2(DMSO)4] with 5 leads to [Ru(5)2][PF6]2, in which the tpy ligands bear conjugated thienyl and alkynyl groups; the latter can also be accessed by deprotection of [Ru(3)2][PF6]2. The single-crystal structures of ligands 2 and 4, and of [Ru(1)(tpy)][BPh4]2·1.3MeCN, [Ru(1)2][PF6]2·2MeNO2, 2[Ru(2)2][PF6]2}·5MeCN, [Ru(3)2][PF6]2 and [Ru(5)2][PF6]2·MeCN are presented, and among the homoleptic complexes, π-stacking interactions between thiophene and pyridine rings leading to pairs of associated cations provide a common structural motif.

  (2)(tpy)][BPh4]2·1.3MeCN, [Ru(3)(ttpy)][BPh4]2·1.3MeCN, [Ru(4)(tpy)][BPh4]2·1.3MeCN, [Ru(5)(tpy)][BPh4]2·1.3MeCN, [Ru(6)(tpy)][BPh4]2·1.3MeCN, [Ru(7)(tpy)][BPh4]2·1.3MeCN, [Ru(8)(tpy)][BPh4]2·1.3MeCN, [Ru(9)(tpy)][BPh4]2·1.3MeCN, [Ru(10)(tpy)][BPh4]2·1.3MeCN, [Ru(11)(ttpy)][BPh4]2·1.3MeCN, [Ru(12)(tpy)][BPh4]2·1.3MeCN, [Ru(13)(tpy)][BPh4]2·1.3MeCN, [Ru(14)(tpy)][BPh4]2·14MeCN, [Ru(15)(tpy)][BPh4]2·14MeCN, [Ru