Self-Complementarity of Oligo-2-aminopyridines: A New Class of Hydrogen-Bonded Ladders
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- 作者：Man-kit Leung ; Ashis B. Mandal ; Chih-Chieh Wang ; Gene-Hsiang Lee ; Shie-Ming Peng ; Hsing-Ling Cheng ; Guor-Rong Her ; Ito Chao ; Hsiu-Feng Lu ; Ying-Chieh Sun ; Mei-Ying Shiao ; and Pi-Tai Chou
- 刊名：Journal of the American Chemical Society
- 出版年：2002
- 出版时间：April 24, 2002
- 年：2002
- 卷：124
- 期：16
- 页码：4287 - 4297
- 全文大小：457K
- 年卷期：v.124,no.16(April 24, 2002)
- ISSN：1520-5126
文摘
A new class of hydrogen-bonded ladders based on hydrogen-bonded dimerization of oligo-
-aminopryidines has been demonstrated. Jorgensen's model can be successfully applied to this hydrogen-bonding system in nonpolar solvents. The results show the competitive enthalpy/entropy compensationrelationship upon dimerization. Although increasing the number of hydrogen-bonding interactions wouldenhance the hydrogen-bonding stabilization enthalpy, this stabilization enthalpy per unit would be partiallysacrificed to compensate for the entropy loss due to dimerization. These results clearly support theimportance of preorganization in designing hydrogen-bonding guest-host molecules.
-aminopryidines has been demonstrated. Jorgensen's model can be successfully applied to this hydrogen-bonding system in nonpolar solvents. The results show the competitive enthalpy/entropy compensationrelationship upon dimerization. Although increasing the number of hydrogen-bonding interactions wouldenhance the hydrogen-bonding stabilization enthalpy, this stabilization enthalpy per unit would be partiallysacrificed to compensate for the entropy loss due to dimerization. These results clearly support theimportance of preorganization in designing hydrogen-bonding guest-host molecules.