N-Benzyl-3-(1-indenyl)propylamine | 151105-53-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: N-Benzyl-3-(1-indenyl)propylamine
• 英文别名: N-benzyl-3-(3H-inden-1-yl)propan-1-amine
• CAS: 151105-53-2
• 化学式: C₁₉H₂₁N
• 分子量: 263.382
• InChiKey: JJMHDVOFFPPDPI-UHFFFAOYSA-N

物化性质

• 沸点：
  411.5±24.0 °C(Predicted)
• 密度：
  1.053±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-Benzyl-3-(1-indenyl)propylamine 以 乙腈 为溶剂， 以70%的产率得到N-Benzyl-2,3-dihydrospiro<1H-indene-1,2'-pyrrolidine>
  参考文献：
  名称：

  Intramolecular photoaddition of secondary .alpha.-(aminoalkyl)styrenes

  摘要：

  The photophysical and photochemical behavior of a aeries of alpha-[(N-methylamino)alkyl]styrenes with two to four methylenes separating the styryl and amino groups and an (aminoalkyl)indene have been investigated and the results compared to those for the intermolecular reaction of alpha-methylstyrene with diethylamine. Both inter- and intramolecular quenching of styrene fluorescence by the amine is observed, indicative of electron-transfer quenching as the initial step in these reactions. The resulting exciplex undergoes regioselective N-H proton transfer to styrene C-beta yielding a biradical, in the case of the intramolecular reaction, and a radical pair, in the case of the intermolecular reaction. Biradical or radical pair combination yields styrene-amine addition products. The conformation of the intermediate exciplex is proposed to control the regioselectivity of the intramolecular N-H proton transfer process.

  DOI：

  10.1021/jo00075a037
• 作为产物：
  描述：

  2-茚酮 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 sodium 、 对甲苯磺酸 作用下， 以 甲醇 、 乙醚 、 乙醇 、 苯 为溶剂， 反应 85.25h， 生成 N-Benzyl-3-(1-indenyl)propylamine
  参考文献：
  名称：

  Intramolecular photoaddition of secondary .alpha.-(aminoalkyl)styrenes

  摘要：

  The photophysical and photochemical behavior of a aeries of alpha-[(N-methylamino)alkyl]styrenes with two to four methylenes separating the styryl and amino groups and an (aminoalkyl)indene have been investigated and the results compared to those for the intermolecular reaction of alpha-methylstyrene with diethylamine. Both inter- and intramolecular quenching of styrene fluorescence by the amine is observed, indicative of electron-transfer quenching as the initial step in these reactions. The resulting exciplex undergoes regioselective N-H proton transfer to styrene C-beta yielding a biradical, in the case of the intramolecular reaction, and a radical pair, in the case of the intermolecular reaction. Biradical or radical pair combination yields styrene-amine addition products. The conformation of the intermediate exciplex is proposed to control the regioselectivity of the intramolecular N-H proton transfer process.

  DOI：

  10.1021/jo00075a037

文献信息

• Intramolecular photoaddition of secondary .alpha.-(aminoalkyl)styrenes
  作者：Frederick D. Lewis、Dario M. Bassani、G. Dasharatha Reddy

  DOI：10.1021/jo00075a037

  日期：1993.11

  The photophysical and photochemical behavior of a aeries of alpha-[(N-methylamino)alkyl]styrenes with two to four methylenes separating the styryl and amino groups and an (aminoalkyl)indene have been investigated and the results compared to those for the intermolecular reaction of alpha-methylstyrene with diethylamine. Both inter- and intramolecular quenching of styrene fluorescence by the amine is observed, indicative of electron-transfer quenching as the initial step in these reactions. The resulting exciplex undergoes regioselective N-H proton transfer to styrene C-beta yielding a biradical, in the case of the intramolecular reaction, and a radical pair, in the case of the intermolecular reaction. Biradical or radical pair combination yields styrene-amine addition products. The conformation of the intermediate exciplex is proposed to control the regioselectivity of the intramolecular N-H proton transfer process.