5-germaspirobenzo[d]-9-oxa-1,6,12-trithia-4-aza[4,7]dodecane | 1245576-12-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-germaspirobenzo[d]-9-oxa-1,6,12-trithia-4-aza[4,7]dodecane
• CAS: 1245576-12-8
• 化学式: C₁₀H₁₃GeNOS₃
• 分子量: 332.007
• InChiKey: INNCYAQAQXRDND-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  5,5-dichloro-1-oxa-4,6-dithia-5-germocane 、 2-氨基苯硫醇 在 1,4-diazabicyclo(2.2.2)octane 作用下， 以 二氯甲烷 为溶剂， 以54.3%的产率得到5-germaspirobenzo[d]-9-oxa-1,6,12-trithia-4-aza[4,7]dodecane
  参考文献：
  名称：

  Study on the transannular bond formation and hypercoordination in tin and germanium spirometallocanes

  摘要：

  D(CH(2)CH(2)S)(2)MSNH(C(6)H(4)) (M = Ge, Sn; D = O, S) spirocycles were synthesized to analyze the influence of the decrease of the radius of the metal and the change of the hardness of donor atom on the strength of the transannular bond and the hypercoordination of group 14 elements. The compounds were characterized by IR, Raman and NMR ((1)H, (13)C and (119)Sn) spectroscopy, El mass spectrometry and elemental analysis. Monocrystal X-ray diffraction analyses were made for the germanium compounds. The germaspirocycles were five-coordinated and had distorted trigonal bipyramid geometry. In contrast with most of the reported analogous germocanes, the transannular bond is stronger when the donor atom is oxygen, rather than sulfur. O(CH(2)CH(2)S)(2)GeSNH(C(6)H(4)) exhibits an intramolecular hydrogen bond formation between the amine group and the transannular oxygen. The presence of this hydrogen bond determines whether the sulfur (O center dot center dot center dot Ge-S) or the nitrogen (S center dot center dot center dot Ge-N) of the five-member ring is the axial atom. According to the (119)Sn chemical shift, both stannospirocycles were five-coordinated and therefore the presence of the transannular interaction in solution could be suggested. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.05.006