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Abstract:
A series of xylyl (ortho, meta, and para) linked N-ferrocenylmethylene-substituted bis-imidazolium salts (3a-3c) and bis-benzimidazolium salts (4a-4c) were synthesized and structurally characterized. Their binding properties for anions were investigated by electrochemistry and H-1 NMR spectroscopy. The structure of 3b, 3c, 4a and 4b were confirmed by X-ray crystallography. As expected, all salts were good electrochemistry-signaling receptors for several anions (F-, AcO-, HSO4-, Cl-, Br- and I-), that in one receptor the imidazolium/ benzimidazolium units offer binding sites for anion and the ferrocenyl units offer electrochemistry response sites. Furthermore, the results showed that they were highly selective and sensitive to F- and receptors 3b and 4b featuring a meta-xylene spacer were more effective receptors for F- compared to receptors linked by an orth or a para-xylene spacer. H-1 NMR titrations demonstrated that fluoride ion was recognized by receptors through (C-H)(+) center dot center dot center dot X- hydrogen bonds. (C) 2015 Elsevier B.V. All rights reserved.
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JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN: 0022-328X
Year: 2015
Volume: 791
Page: 289-297
2 . 3 3 6
JCR@2015
2 . 1 0 0
JCR@2023
ESI Discipline: CHEMISTRY;
ESI HC Threshold:265
JCR Journal Grade:2
CAS Journal Grade:3
Cited Count:
WoS CC Cited Count: 8
SCOPUS Cited Count: 9
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 2
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