4-pyridinecarboxylic acid 2-butyne-1,4-diyl ester | 164736-86-1

• 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-pyridinecarboxylic acid 2-butyne-1,4-diyl ester
• 英文别名: 2-butyne-1,4-diyl di-4-pyridinecarboxylate；But-2-yne-1,4-diyl diisonicotinate；4-(pyridine-4-carbonyloxy)but-2-ynyl pyridine-4-carboxylate
• CAS: 164736-86-1
• 化学式: C₁₆H₁₂N₂O₄
• 分子量: 296.282
• InChiKey: YYNKUQLBFSGQHO-UHFFFAOYSA-N

物化性质

• 沸点：
  506.0±45.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dicobalt octacarbonyl 、 4-pyridinecarboxylic acid 2-butyne-1,4-diyl ester 以 petroleum ether 为溶剂， 以86%的产率得到(4-pyridine carboxylic acid 2-butyne-1,4-diyl ester)Co2(CO)6
  参考文献：
  名称：

  Cationic M(II)/Co(0) (M = Pd, Pt) Metallomacrocycles Containing Tetrahedral Co₂C₂ Cluster Cores Formed by Self-Assembly of Cluster-Bridged Bipyridine (4-C₅H₄NCO₂CH₂)₂C₂Co₂(CO)₆ and Diarsine-Chelated Complex [Pd(dpab)(H₂O)(OTf)][OTf] or [Pt(dpab)(H₂O)₂][OTf]₂

  摘要：

  The synthesis, characterization, and some reactions of the tetrahedral Co2C2 cluster-bridged bipyridine (4-C5H4NCO2CH2)(2)C2CO2(CO)(6) (2) and the diarsine-chelated complexes Pd(dpab)Cl-2 (3, dpab = 1,4-bis(diphenylarsino)butane), [Pd(dpab)(H2O)(OTf)][OTf] (4, OTf = SO3CF3) Pt(dpab)Cl-2 (5), and [Pt(dpab)(H2O)(2)] [OTf](2) (6) have been investigated. While the bridged bipyridine 2 could be prepared by reaction of 4-pyridinecarboxylic acid 2-butyne-1,4-diyl ester 1 with Co-2(CO)(8) in 86% yield, the chelated dichloride complexes 3 and 5 were obtained by reaction of K2PdCl4 or (PhCN)(2)PtCl2 with dpab in 90% and 77% yields. Further reactions of 3 and 5 with silver triflate followed by treatment with water afforded the corresponding chelated aqua/triflate complexes 4 and 6 in 92% and 88% yields. More interestingly, 4 and 6 were found to undergo self-assembly with 2 to give two cationic metallomacrocycles {[M(dpab)]-mu-[(4-C5H4NCO2CH2)(2)C2Co2(CO)(6)]}(2)[OTf](4) (7, M = Pd; 8, M = Pt) in 92% and 85% yields. X-ray crystal structures were determined for the Co2C2 cluster-containing metallomacroycles 7 and 8, as well as bipyridine 2 and complexes 4 and 6.

  DOI：

  10.1021/om049175y
• 作为产物：
  描述：

  丁炔二醇 、 异烟酸 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 以42%的产率得到4-pyridinecarboxylic acid 2-butyne-1,4-diyl ester
  参考文献：
  名称：

  Moser; Gubitz; Galvan, Arzneimittel-Forschung/Drug Research, 1995, vol. 45, # 4, p. 449 - 455

  摘要：

  DOI：

文献信息

• Self-Assembly of Flexible Supramolecular Metallacyclic Ensembles:  Structures and Adsorption Properties of Their Nanoporous Crystalline Frameworks
  作者：Biswaroop Chatterjee、Juan C. Noveron、Marino J. E. Resendiz、Jie Liu、Takuya Yamamoto、Daniel Parker、Martin Cinke、Cattien V. Nguyen、Atta M. Arif、Peter J. Stang

  DOI：10.1021/ja0388919

  日期：2004.9.1

  and N2 adsorption properties of six new supramolecular metallacycles are reported. Flexible ditopic linkers, 1-4, with systematically varied lengths and conformational degrees of freedom were synthesized utilizing ester linkages. They were used in combination with (dppp)M(OTf)2, where M = Pt(II) and Pd(II), and cis-(Me3P)2Pt(OTf)2 to form flexible supramolecular metallacycles 5-10 in 88-98% isolated

  报道了六种新型超分子金属环的合成、结构和 N2 吸附性能。利用酯键合成了具有系统变化的长度和构象自由度的灵活双位接头 1-4。它们与 (dppp)M(OTf)2 结合使用，其中 M = Pt(II) 和 Pd(II)，以及 cis-(Me3P)2Pt(OTf)2 以形成 88-5-10 的柔性超分子金属环98% 的分离产率。它们的结构通过多核 NMR 和 X 射线晶体学表征。金属环堆叠形成结晶状态的多孔结构。孔尺寸取决于附着在金属上的磷配体和柔性接头。对多孔材料的吸附研究表明，5a、6、8 和 9 在 77 K 时分别保持 11.7、16.5、5.7 和 6.8 cm3/g STP 的 N2。