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An Interesting Isomerization: Synthesis of Mesoionic 5‐Arylamino‐1,3,4‐Thiadiazolium‐2‐Thiolates by Using ω‐Bromo‐ω‐(1 H ‐1,2,4‐Triazol‐1‐yl)acetophenone as Catalyst
Author(s) -
Hui XinPing,
Xu PengFei,
Zhang ZiYi,
Li ZhiChun,
Liao RenAn
Publication year - 2000
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200000129
Subject(s) - mesoionic , chemistry , acetophenone , isomerization , catalysis , x ray photoelectron spectroscopy , medicinal chemistry , photochemistry , organic chemistry , chemical engineering , engineering
Mesoionic 5‐arylamino‐1,3,4‐thiadiazolium‐2‐thiolates 7a‐f were prepared by the isomerization of 5‐arylamino‐1,3,4‐thiadiazol‐2‐thiones 5a‐f by using ω‐bromo‐ω‐(1 H ‐1,2,4‐triazol‐1‐yl)acetophenone 6 as catalyst. All the structures of mesoionic synthesized were confirmed by elemental analyses, 1 H NMR, IR and MS spectral data. We have also determined the x‐ray photoelectron spectroscopy (XPS) of the mesoionic and their precursors. A comparison of XPS spectra between the mesoionic and their precursors showed that the charge separation in mesoionic is distinctly larger than in their precursors.