NMR Investigation on the Intermolecular Hydrogen Bondings of the Macrocyclic Compounds Containing Nitrogen-Oxygen Donor Sets

질소-산소 주게 거대고리 화합물의 분자간 수소결합에 관한 NMR 연구

  • Chang Ju Yoon (Department of Chemistry, Song-Sim College for Women) ;
  • Jeong Kim (Department of Chemistry, Korea University) ;
  • Si Joong Kim (Department of Chemistry, Korea University)
  • 윤창주 (성심여자대학 화학과) ;
  • 김정 (고려대학교 이과대학 화학과) ;
  • 김시중 (고려대학교 이과대학 화학과)
  • Published : 1985.04.20

Abstract

The intermolecular hydrogen bondings of 1,10-diaza-4,7,13,16-tetraoxacyclooctadecane(cryptand 22), 1,7-diaza-4,10,13-trioxacyclopentadecane(cryptand 21), 1,12,15-triaza-5,8-dioxa-3,4:9,10-dibenzocycloheptadecane ($N_3O_2$) and 1,12-diaza-5,8-dioxa-3,4:9,10-dibenzocyclotetradecane ($N_2O_2$) have been studied in chloroform solutions by $^1H$-nmr spectrometry at various temperatures. The molecules dimerize each other with the hydrogen bonds through N-H groups in the dilute solutions. The formation constants of the hydrogen bonds are in the order of cryptand 22 > cryptand 21 > $N_3O_2$ > $N_2O_2$. It appears that the constants depend on the molecular symmetry, the number of N-H group, and the localization of N-H groups in the molecule.

Keywords

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