(+/-)-(3ar,7ac)-hexahydro-indan-1t-ylamine | 2826-63-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (+/-)-(3ar,7ac)-hexahydro-indan-1t-ylamine
• 英文别名: (+/-)-(3ar,7ac)-Hexahydro-indan-1t-ylamin；1t-Amino-(3arH.7acH)-hexahydro-indan；(1R,3aS,7aS)-2,3,3a,4,5,6,7,7a-octahydro-1H-inden-1-amine
• CAS: 2826-63-3；90948-98-4
• 化学式: C₉H₁₇N
• 分子量: 139.241
• InChiKey: KIBSPXZZOYMHDY-XHNCKOQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-(3ar,7ac)-hexahydro-indan-1t-ylamine 生成 1t-acetylamino-(3arH.7acH)-hexahydro-indan
  参考文献：
  名称：

  Hueckel et al., Justus Liebigs Annalen der Chemie, 1935, vol. 518, p. 155,173, 175

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溶剂黄146 、 铂 作用下， 生成 (+/-)-(3ar,7ac)-hexahydro-indan-1t-ylamine
  参考文献：
  名称：

  Hueckel, Justus Liebigs Annalen der Chemie, 1938, vol. 533, p. 1,26

  摘要：

  DOI：

文献信息

• Asymmetric Full Saturation of Vinylarenes with Cooperative Homogeneous and Heterogeneous Rhodium Catalysis
  作者：Haibo Wu、Jianping Yang、Bram B. C. Peters、Luca Massaro、Jia Zheng、Pher G. Andersson

  DOI：10.1021/jacs.1c09975

  日期：2021.12.8

  enabled by a ligand accelerated effect, accounted for the facial selectivity in the consecutive arene hydrogenation. Tuning the ratio between the phosphine ligand and the rhodium precursor controlled the formation of homogeneous and heterogeneous catalytic species that operate without interference from each other. The system is flexible in terms of both the chiral ligand and the nature of the external olefin

  均相和多相催化反应很少能在相同条件下协同进行。在这里，我们交流了单一铑前体的使用，该前体在均相和异相中都起作用，以实现乙烯基芳烃的不对称完全饱和，迄今为止，该前体构成了该领域未解决的瓶颈。通过配体加速效应实现的苯乙烯烯烃的简单不对称氢化解释了连续芳烃氢化中的表面选择性。调整膦配体和铑前体之间的比例可以控制均相和多相催化物质的形成，这些催化物质相互之间不受干扰。该系统在手性配体和外烯烃的性质方面都是灵活的。
• Hach; Protiva, Collection of Czechoslovak Chemical Communications, 1958, vol. 23, p. 1902,1907
  作者：Hach、Protiva

  DOI：——

  日期：——
• Functional-Group-Directed Diastereoselective Hydrogenation of Aromatic Compounds. 1
  作者：Vidyadhar S. Ranade、Giambattista Consiglio、Roel Prins

  DOI：10.1021/jo991091p

  日期：1999.11.1

  Diastereoselective liquid phase hydrogenation of a series of monosubstituted indane and tetralin substrates was studied on supported rhodium catalysts. Predominantly the cis-cis diastereomer, obtained by hydrogenation from the diastereoface opposite the substituent (at the stereogenic center), and the cis-trans diastereomer, obtained by hydrogenation from the diastereoface on the same side as the substituent, were formed. The diastereoselectivity between the two isomers was dependent on the steric repulsion or the electronic attraction of the substituent with the surface of the catalyst. The hydroxyl group did not exhibit a strong attraction (haptophilicity), and the cis-cis diastereomer was obtained as the major product. The amino group exhibited a very high haptophilicity, yielding primarily the cis-trans diastereomer. The diastereoselectivity obtained in the hydrogenation of all the substrates was influenced on addition of bases to the reaction mixture. In the case of alcoholic substrates, the selectivity to the cis-trans diastereomer could be substantially increased with alkaline hydroxide additives.