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Complexes of Diquat with Dibenzo‐24‐Crown‐8
Author(s) -
Li Shijun,
Huang Feihe,
Slebodnick Carla,
Ashrafkhorassani Mehdi,
Gibson Harry W.
Publication year - 2009
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200990299
Subject(s) - diquat , chemistry , molecule , stoichiometry , crown (dentistry) , 15 crown 5 , crystallography , computational chemistry , stereochemistry , crown ether , organic chemistry , ion , medicine , paraquat , dentistry
The complexation between dibenzo‐24‐crown‐8 ( 1 ) and diquat ( 2 ) was investigated in detail by NMR, MS and X‐ray analysis. It was found that dibenzo‐24‐crown‐8 and diquat formed a 1:1 complex 1 · 2 in acetone with K a =2.0×10 2 L·mol −1 , but, as shown by X‐ray analysis, a crystalline 2:1 host:guest inclusion complex 1 2 · 2 was isolated, in which a single molecule of diquat is enclosed in the concave cavity provided by two dibenzo‐24‐crown‐8 host molecules. Both results are different from the previously assumed stoichiometry of the complexation between dibenzo‐24‐crown‐8 and diquat. This result enriches the range of host‐guest complexes based on dibenzo‐24‐ crown‐8 and provides new opportunities for developing more complicated structures and chemosensors for diquat.