Propan-2-yl 6,10-bis[2,6-di(propan-2-yl)phenyl]-9-methyl-7-methylidene-2-propan-2-yloxy-1-oxa-3,4,6,10-tetraza-5-silaspiro[4.5]deca-2,8-diene-4-carboxylate | 1280212-37-4

• 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: Propan-2-yl 6,10-bis[2,6-di(propan-2-yl)phenyl]-9-methyl-7-methylidene-2-propan-2-yloxy-1-oxa-3,4,6,10-tetraza-5-silaspiro[4.5]deca-2,8-diene-4-carboxylate
• 英文别名: propan-2-yl 6,10-bis[2,6-di(propan-2-yl)phenyl]-9-methyl-7-methylidene-2-propan-2-yloxy-1-oxa-3,4,6,10-tetraza-5-silaspiro[4.5]deca-2,8-diene-4-carboxylate
• CAS: 1280212-37-4
• 化学式: C₃₇H₅₄N₄O₄Si
• 分子量: 646.946
• InChiKey: CTRCJDCZLPKSFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.93
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  66.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,3-bis-(2,6-diisopropyl-phenyl)-6-methyl-4-methylene-1,2,3,4-tetrahydro-[1,3,2]diazasiline 、 偶氮二甲酸二异丙酯 以 甲苯 为溶剂， 反应 12.0h， 以67%的产率得到Propan-2-yl 6,10-bis[2,6-di(propan-2-yl)phenyl]-9-methyl-7-methylidene-2-propan-2-yloxy-1-oxa-3,4,6,10-tetraza-5-silaspiro[4.5]deca-2,8-diene-4-carboxylate
  参考文献：
  名称：

  Formation of Silicon Centered Spirocyclic Compounds: Reaction of N-Heterocyclic Stable Silylene with Benzoylpyridine, Diisopropyl Azodicarboxylate, and 1,2-Diphenylhydrazine

  摘要：

  Three silicon centered spirocyclic compounds 1-3, possessing silicon fused six- and five-membered rings have been prepared by the reaction of NHSi (L) [L = CH{(C=CH2)-(CMe)(2,6-iPr(2)C(6)H(3)N)(2)}Si] with benzoylpyridine, diisopropyl azodicarboxylate, and 1,2-diphenylhydrazine, respectively, in a 1:1 ratio. The three spirocyclic compounds. (1 3) were obtained by three different pathways. The reaction of L with benzoylpyridine leads to the activation of the pyridine ring, and dearomatization occurred. Treatment of diisopropyl azodicarboxylate with L favors a [1 + 4]- rather than a [1 + 2]-cycloaddition product, and the azo compound was converted to hydrazone derivative. Finally the reaction of 1,2-diphenylhydrazine and L results in the elimination of hydrogen by activating one of the C-H bonds present in the phenyl ring. All three complexes 1-3 were characterized by single crystal X-ray structural analysis, NMR spectroscopy, EI-MS spectrometry, and elemental analysis. In addition the optimized structures of probable products and possible intermediates were investigated using density functional theory (DFT) calculations.

  DOI：

  10.1021/ic102566c

文献信息

• Formation of Silicon Centered Spirocyclic Compounds: Reaction of N-Heterocyclic Stable Silylene with Benzoylpyridine, Diisopropyl Azodicarboxylate, and 1,2-Diphenylhydrazine
  作者：Ramachandran Azhakar、Sankaranarayana Pillai Sarish、Gašper Tavčar、Herbert W. Roesky、Jakob Hey、Dietmar Stalke、Debasis Koley

  DOI：10.1021/ic102566c

  日期：2011.4.4

  Three silicon centered spirocyclic compounds 1-3, possessing silicon fused six- and five-membered rings have been prepared by the reaction of NHSi (L) [L = CH(C=CH2)-(CMe)(2,6-iPr(2)C(6)H(3)N)(2)}Si] with benzoylpyridine, diisopropyl azodicarboxylate, and 1,2-diphenylhydrazine, respectively, in a 1:1 ratio. The three spirocyclic compounds. (1 3) were obtained by three different pathways. The reaction of L with benzoylpyridine leads to the activation of the pyridine ring, and dearomatization occurred. Treatment of diisopropyl azodicarboxylate with L favors a [1 + 4]- rather than a [1 + 2]-cycloaddition product, and the azo compound was converted to hydrazone derivative. Finally the reaction of 1,2-diphenylhydrazine and L results in the elimination of hydrogen by activating one of the C-H bonds present in the phenyl ring. All three complexes 1-3 were characterized by single crystal X-ray structural analysis, NMR spectroscopy, EI-MS spectrometry, and elemental analysis. In addition the optimized structures of probable products and possible intermediates were investigated using density functional theory (DFT) calculations.