[2,2'-bifuran]-5-yltributylstannane | 1192739-17-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 金属芳基
• 英文名称: [2,2'-bifuran]-5-yltributylstannane
• 英文别名: 5-tributyltin-2,2′-bifuran；2-(tributylstannyl)-2,2'-bifuran；5-tributylstannyl-2,2'-bifuran；tributylstannylbifuran；H(C4H2O)2SnBu3；Tributyl-[5-(furan-2-yl)furan-2-yl]stannane
• CAS: 1192739-17-5
• 化学式: C₂₀H₃₂O₂Sn
• 分子量: 423.183
• InChiKey: GRZPOQSLAPIPTP-UHFFFAOYSA-N

物化性质

• 沸点：
  424.7±55.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.82
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [2,2'-bifuran]-5-yltributylstannane 、 5,5′-dibromo-3,3′-di-n-heptyl-2,2′-bifuran 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以41%的产率得到3''',4''-di-n-heptyl-2,2':5',2'':5'',2''':5''',2'''':5'''',2'''''-sexifuran
  参考文献：
  名称：

  Convenient access to readily soluble symmetrical dialkyl-substituted α-oligofurans

  摘要：

  通过杂原子定向的锂化/CuCl2诱导的同偶偶联，Wittig烯化/Pd催化的转移氢化，随后进行Suzuki-Miyaura或Stille交叉偶联，能够方便地合成具有潜在有机电子学应用价值的二烷基取代的α-寡呋喃化合物。

  DOI：

  10.1039/c4ob00898g
• 作为产物：
  描述：

  2,2'-联呋喃 、 三丁基氯化锡 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 [2,2'-bifuran]-5-yltributylstannane
  参考文献：
  名称：

  Conducting polyfurans by electropolymerization of oligofurans

  摘要：

  通过一系列含有烷基取代的寡呋喃物质的电聚合制备的聚呋喃薄膜表现出改良的性质，例如良好的导电性和稳定性，明确的光谱电化学特性和光滑的形态学。

  DOI：

  10.1039/c4sc02664k

文献信息

• [EN] SOLUBLE CONJUGATED OLIGOMERS<br/>[FR] OLIGOMÈRES CONJUGUÉS SOLUBLES
  申请人：YEDA RES & DEV

  公开号：WO2014061019A1

  公开（公告）日：2014-04-24

  This invention is directed to conjugated oligomers with terminal tris(trialkylsilyl)silane group, process of preparation and uses thereof. The conjugated oligomers of this invention are well soluble in organic solvents.

  该发明涉及具有末端三(三烷基硅基)硅烷基团的共轭寡聚物，其制备方法及用途。该发明的共轭寡聚物在有机溶剂中溶解性良好。
• [EN] OLIGO- AND POLYFURANS, PREPARATION AND USES THEREOF<br/>[FR] OLIGOFURANES ET POLYFURANES, PRÉPARATION ET UTILISATIONS AFFÉRENTES
  申请人：YEDA RES & DEV

  公开号：WO2011024171A1

  公开（公告）日：2011-03-03

  This invention is directed to oligofurans, process of preparation and uses thereof.

  这项发明涉及寡呋喃类化合物，其制备方法和用途。
• α-Oligofurans
  作者：Ori Gidron、Yael Diskin-Posner、Michael Bendikov

  DOI：10.1021/ja9093346

  日期：2010.2.24

  A new type of organic electronic material, consisting of long alpha-oligofurans containing up to nice rings, was synthesized and characterized. alpha-Oligofurans are highly fluorescent, with a quantum yield in the range 58-74%. They are more rigid than the corresponding oligothiophenes, with tighter herringbone packing. The calculated twisting energy of oligofurans is significantly higher than that of other conjugated heterocycles. Despite their greater rigidity, oligofurans are more soluble than oligothiophenes. The introduced long oligofurans fulfill the most important requirements for a wide range of applications as organic electronic materials.
• Highly Coplanar Very Long Oligo(alkylfuran)s: A Conjugated System with Specific Head-To-Head Defect
  作者：Xu-Hui Jin、Dennis Sheberla、Linda J. W. Shimon、Michael Bendikov

  DOI：10.1021/ja411842g

  日期：2014.2.12

  Well-defined monodisperse conjugated oligomers, which have planar backbones and are free from the disturbance of substituents, attract broad interest. Herein, we report a series of symmetrical, isomerically pure oligofurans, namely, the 16-mer 16F-6C(6) together with the related nF-2C(6) (n = 4, 6, 8). Through computational studies and detailed spectroscopic and X-ray characterization, for the first time, we show that the planarity of the furan backbone is almost unaffected by the head-to-head defect which is known to cause considerable twists in its oligo- or polythiophene analogues. We present that the properties of these rigid oligo(alkylfuran)s are strongly influenced by the conjugation length. As the longest monodisperse alpha-oligofuran synthesized to date, 16F-6C(6) was observed to be stable and highly fluorescent. Experimental and computational studies of the redox states of these oligo(alkylfuran)s reveal that 16F-6C(6) has singlet biradical (polaron-pair) character in the doubly oxidized ground state; the open-shell singlet (< S-2 > = 0.989) is 3.8 kcal/mol more stable than the closed-shell dication.