1-(Sn(C4H9)3)-1.2-C2B10H11 | 34513-62-7

• 英文名称: 1-(Sn(C4H9)3)-1.2-C2B10H11
• 英文别名: o-carboranyl tributyltin；tributylstannylcarborane
• CAS: 34513-62-7
• 化学式: C₁₄H₃₈B₁₀Sn
• 分子量: 433.276
• InChiKey: ULFBQYGGCUBUAX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-(Sn(C4H9)3)-1.2-C2B10H11 、 4-(5-oxo-1-hexenyl)benzaldehyde 在 tris(dibenzylideneacetone)dipalladium(0) * CHCl3 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 为溶剂， 以69%的产率得到6-[4-(o-carboranylhydroxymethyl)phenyl]-5-hexen-2-one
  参考文献：
  名称：

  Synthetic utility of o-carborane: novel protective group for aldehydes and ketones

  摘要：

  o-Carborane acts as a novel protective group of carbonyl compounds. The reaction of lithiocarborane 2, which was prepared in an essentially quantitative yield from o-carborane and n-butyllithium, with aldehydes or ketones 1 gave the corresponding addition products, o-carboranyl methanol derivatives 3, in high yields. Cleavage of o-carborane from 3 was carried out by treating 3 with catalytic amounts of KOH in THF/H2O (100/1), giving the corresponding aldehydes or ketones in good to high yields along with recovered o-carborane. Accordingly, o-carborane may be utilized as a protective group stable under protic and Lewis acid conditions. Selective alkylation of an ester group, selective reduction of an ester, and selective alkylation of a ketone in the presence of an aldehyde are accomplished by using o-carborane protective groups. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)00922-x
• 作为产物：
  描述：

  1,2-dicarba-closo-dodecaborane(12) 、 (N,N-diethylamino)tributyltin 以70-75的产率得到1-(Sn(C4H9)3)-1.2-C2B10H11
  参考文献：
  名称：

  Grigos, V. I.; Zhigach, a. F.; Mironov, V. F., Khimiya Geterotsiklicheskikh Soedinenii, 1971, vol. 7, p. 998 - 999

  摘要：

  DOI：
• 作为试剂：
  描述：

  正丁基锂 、 4-(5-oxo-1-hexenyl)benzaldehyde 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 1,2-双(二苯基膦)乙烷 氢氧化钾 、 1-(Sn(C4H9)3)-1.2-C2B10H11 作用下， 生成 4-(5-hydroxy-5-methyl-1-nonenyl)benzaldehyde
  参考文献：
  名称：

  o-Carborane as a Novel Protective Group for Aldehydes and Ketones

  摘要：

  DOI：

  10.1021/jo962130p

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.12, 4.9.2, page 84 - 92
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sn: Org.Verb.2, 1.1.2.5.7, page 322 - 325
  作者：

  DOI：——

  日期：——
• Grigos, V. I.; Zhigach, A. F.; Mironov, V. F., Chemistry of Heterocyclic Compounds, 1971, vol. 7, p. 936 - 936
  作者：Grigos, V. I.、Zhigach, A. F.、Mironov, V. F.

  DOI：——

  日期：——
• Mironov, V. F.; Pechurina, S. Ya.; Grigos, V. I., Doklady Akademii nauk SSSR, 1972, vol. 202/207, p. 181 - 184
  作者：Mironov, V. F.、Pechurina, S. Ya.、Grigos, V. I.、Zhigach, A. F.、Siryatskaya, V. I.

  DOI：——

  日期：——
• JP5816896
  申请人：——

  公开号：——

  公开（公告）日：——