Please use this identifier to cite or link to this item: https://doi.org/10.1016/S0040-4039(03)00637-3
Title: 9,21,22-Triaza-2,11-dithia[3.3](2,6)pyridino(2,9)phenanthrolinophane: A five-donor macrocycle functioning as a bidentate ligand
Authors: Ma, L.
Mok, K.F. 
Lai, Y.-H. 
Keywords: Bidentate ligand
Conformational behavior
Five-donor macrocycle
Pyridinophenanthrolinophane
Tetrahedral zinc
Issue Date: 21-Apr-2003
Citation: Ma, L., Mok, K.F., Lai, Y.-H. (2003-04-21). 9,21,22-Triaza-2,11-dithia[3.3](2,6)pyridino(2,9)phenanthrolinophane: A five-donor macrocycle functioning as a bidentate ligand. Tetrahedron Letters 44 (17) : 3527-3530. ScholarBank@NUS Repository. https://doi.org/10.1016/S0040-4039(03)00637-3
Abstract: 9,21,22-Triaza-2,11-dithia[3.3](2,6)pyridino(2,9)phenanthrolinophane 4 was prepared from a cyclization reaction of 2,6-bis(mercaptomethyl)pyridine 5 and 2,9-bis(bromomethyl)phenanthroline 6. Results from 1H NMR analysis are inconclusive but those derived from semi-empirical molecular orbital PM3 calculations support a preference for a syn conformation for 4. The conformation barrier for interconversion between two syn isomers of 4 was estimated to be 36.5 kJ mol-1 on the basis of a dynamic 1H NMR study. The manganese(II) and zinc(II) complexes of 4 were prepared and the metal to ligand ratios were found to be 1:1 and 2:1, respectively, by elemental analyses. Results from an 1H NMR analysis of the zinc(II) complex of 4 suggest that only the two nitrogen atoms of the phenanthroline moiety participate in the co-ordination. © 2003 Elsevier Science Ltd. All rights reserved.
Source Title: Tetrahedron Letters
URI: http://scholarbank.nus.edu.sg/handle/10635/92921
ISSN: 00404039
DOI: 10.1016/S0040-4039(03)00637-3
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