3,6-bis(triethoxysilyl)carbazole-9-methylcarbazole | 912640-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,6-bis(triethoxysilyl)carbazole-9-methylcarbazole
• 英文别名: 3,6-bis(triethoxysilyl)-N-methylcarbazole；(EtO)3Si-MCz-Si(EtO)3；3,6-bis(triethoxysilyl)-9-methylcarbazole；triethoxy-(9-methyl-6-triethoxysilylcarbazol-3-yl)silane
• CAS: 912640-32-5
• 化学式: C₂₅H₃₉NO₆Si₂
• 分子量: 505.759
• InChiKey: LPHDRGPWUVKMNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.84
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,6-bis(triethoxysilyl)carbazole-9-methylcarbazole 在 盐酸 、 十八烷基三甲基溴化铵 、 水 作用下， 反应 44.0h， 生成 N-甲基咔唑
  参考文献：
  名称：

  Theoretical Studies on Si−C Bond Cleavage in Organosilane Precursors during Polycondensation to Organosilica Hybrids

  摘要：

  Molecular orbital theory calculations were carried out to predict the occurrence of Si-C bond cleavage in various organosilane precursors during polycondensation to organosilica hybrids under acidic and basic conditions. On the basis of proposed mechanisms for cleavage of the Si-C bonds, the proton affinity (PA) of the carbon atom at the ipso-position and the PA of the carbanion generated after Si-C cleavage were chosen as indices for Si-C bond stability under acidic and basic conditions, respectively. The indices were calculated using a density functional theory (DFT) method for model compounds of organosilane precursors (R-Si(OH)(3)) having organic groups (R) of benzene (Ph), biphenyl (Bp), terphenyl (Tph), naphthalene (Nph), N-methylcarbazole (MCz), and anthracene (Ant). The orders for the predicted stability of the Si-C bond were Ph > Nph > Bp > Ant > Tph > MCz for acidic conditions and Ph > MCz > Bp > Nph > Tph > Ant for basic conditions. These behaviors were primarily in agreement with experimental results where cleavage of the Si-C bonds occurred for Tph (both acidic and basic), MCz (acidic), and Ant (basic). The Si-C bond cleavage of organosilane precursors during polycondensation is qualitatively predicted from these indices based on our theoretical approach.

  DOI：

  10.1021/jp101242g
• 作为产物：
  描述：

  N-甲基咔唑 在 bis(acetonitrile)(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 三氟甲磺酸 、 bis(pyridine)iodonium tetrafluoroborate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 3,6-bis(triethoxysilyl)carbazole-9-methylcarbazole
  参考文献：
  名称：

  咔唑二碘化并随后有效转化为新型3,6-双（三乙氧基甲硅烷基）咔唑的有用方法，可提供介孔材料

  摘要：

  双吡啶吡啶四氟硼酸盐（IPy 2 BF 4）已成功用作咔唑及其衍生物的二碘化试剂，从而以优异的收率得到了3,6-二碘咔唑。随后的铑催化的3,6-二碘代咔唑与三乙氧基硅烷的二甲硅烷基化反应得到相应的3,6-二（三乙氧基甲硅烷基）咔唑，它们是溶胶-凝胶聚合的前体，收率很高。

  DOI：

  10.1016/j.tetlet.2006.07.118

文献信息

• Bridged Organosilane and Production Method Thereof
  申请人：Shimada Toyoshi

  公开号：US20090054649A1

  公开（公告）日：2009-02-26

  Provided is a bridged organosilane, which has a large complex organic group, and which is useful in the synthesis of a mesoporous silica and a light-emitting material, and a production method of the bridged organosilane. The bridged organosilane is expressed by the following general formula (1): [in the formula (1), q represents an integer in a range from 2 to 4, X 1 — represents a substituent selected from the group consisting of substituents expressed by the following general formulae (2) to (5): (in the formulae (2) to (5), R 1 represents alkyl group having 1 to 5 carbon atoms, R 2 represents an allyl group, and n represents an integer in a range from 0 to 3, and m represents an integer in a range from 0 to 6), and A 1 represents an organic group expressed by, for example, the following general formula (6): (in the formula (6), Y 1 < represents a substituent expressed by, for example, O═C<)].

  提供的是一种桥联有机硅烷，其具有一个大的复杂有机基团，可用于合成介孔二氧化硅和发光材料，以及一种桥联有机硅烷的生产方法。该桥联有机硅烷由以下通用式（1）表示：[在式（1）中，q表示一个范围为2到4的整数，X1—表示从由以下通用式（2）到（5）表示的取代基组成的群中选择的取代基（在式（2）到（5）中，R1表示具有1到5个碳原子的烷基，R2表示烯丙基，n表示一个范围为0到3的整数，m表示一个范围为0到6的整数），A1表示由例如以下通用式（6）表示的有机基团（在式（6）中，Y1<表示由例如O═C<表示的取代基）]。