2-tributyltin-5-(2-methylphenyl)tetrazole | 56280-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-tributyltin-5-(2-methylphenyl)tetrazole
• 英文别名: 5-o-tolyl-2-tributylstannanyl-2H-tetrazole；5-(2-Methylphenyl)-1-(tributylstannyl)-1H-tetrazole；tributyl-[5-(2-methylphenyl)tetrazol-1-yl]stannane
• CAS: 56280-69-4
• 化学式: C₂₀H₃₄N₄Sn
• 分子量: 449.227
• InChiKey: MZZABUPIVXMJLA-UHFFFAOYSA-N

物化性质

• 沸点：
  483.2±38.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.84
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-tributyltin-5-(2-methylphenyl)tetrazole 在 盐酸 作用下， 生成 5-(2-甲基苯基)-1H-四唑
  参考文献：
  名称：

  5-芳基四唑的定向金属化和新的合成转化

  摘要：

  四唑部分是用于5-芳基取代基的锂化的有用的指导基团。通常，二锂化的5-芳基四唑与卤代烷和醛反应，分别得到取代和加成产物。

  DOI：

  10.1016/0040-4039(91)80425-6
• 作为产物：
  描述：

  邻甲基苯腈 、 三正丁基叠氮化锡 以 neat (no solvent) 为溶剂， 以99%的产率得到2-tributyltin-5-(2-methylphenyl)tetrazole
  参考文献：
  名称：

  Routes to titanium tetrazole complexes

  摘要：

  The titanium tetrazole coordination complex [TiCl4 (.) (PhCN4H)(2)] has been prepared by treatment of TiCl4 with two equivalents of 5-phenyltetrazole in dichloromethane and spectroscopically and crystallographically characterised. The solid-state structure of this compound consists of six-coordinate titanium centres with cis ligated tetrazoles. The individual [TiCl4 (.) (PhCN4H)(2)] dimerise via intermolecular (NH)-H-...-N hydrogen bonding interactions and are further organised into 2D supramolecular arrays. Mass spectral evidence indicates that the individual tetrazole ligands are only weakly bound, limiting the potential of this complex as a titanium nitride precursor. 3 + 2 cycloaddition of tributyltin azide with 2-toluinitrile at 200 degreesC has afforded the tributylstannyl tetrazole [SnBu3{ 5-(2-MeC6H4)CN4}](n) Crystallographic analysis shows that this compound exists as a supramolecular coordination polymer propagated via trigonal bipyramidal tin centres linked by N-1-Sn-N-3 interactions. Preliminary reactivity studies of this tin complex with titanium tetrachloride in an effort to synthesise a covalently bound titanium tetrazolyl complex have thus far yielded incomplete elimination of the expected Bu3SnCl by-product and intractable titanium-containing products. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2003.11.047

文献信息

• Routes to titanium tetrazole complexes
  作者：Michael S. Hill、Peter B. Hitchcock、Nikki Smith

  DOI：10.1016/j.poly.2003.11.047

  日期：2004.3

  The titanium tetrazole coordination complex [TiCl4 (.) (PhCN4H)(2)] has been prepared by treatment of TiCl4 with two equivalents of 5-phenyltetrazole in dichloromethane and spectroscopically and crystallographically characterised. The solid-state structure of this compound consists of six-coordinate titanium centres with cis ligated tetrazoles. The individual [TiCl4 (.) (PhCN4H)(2)] dimerise via intermolecular (NH)-H-...-N hydrogen bonding interactions and are further organised into 2D supramolecular arrays. Mass spectral evidence indicates that the individual tetrazole ligands are only weakly bound, limiting the potential of this complex as a titanium nitride precursor. 3 + 2 cycloaddition of tributyltin azide with 2-toluinitrile at 200 degreesC has afforded the tributylstannyl tetrazole [SnBu3 5-(2-MeC6H4)CN4}](n) Crystallographic analysis shows that this compound exists as a supramolecular coordination polymer propagated via trigonal bipyramidal tin centres linked by N-1-Sn-N-3 interactions. Preliminary reactivity studies of this tin complex with titanium tetrachloride in an effort to synthesise a covalently bound titanium tetrazolyl complex have thus far yielded incomplete elimination of the expected Bu3SnCl by-product and intractable titanium-containing products. (C) 2003 Elsevier Ltd. All rights reserved.
• Directed metalation and new synthetic transformations of 5-aryltetrazoles
  作者：Lee A. Flippin

  DOI：10.1016/0040-4039(91)80425-6

  日期：1991.11

  The tetrazole moiety is a useful directing group for the lithiation of 5-aryl substituents. Dilithiated 5-aryltetrazoles generally react with alkyl halides and aldehydes to give substitution and addition products, respectively.

  四唑部分是用于5-芳基取代基的锂化的有用的指导基团。通常，二锂化的5-芳基四唑与卤代烷和醛反应，分别得到取代和加成产物。