NDLI: Diphenylmethane-based anion receptors bearing bis(p-toluenesulfonyl urea) groups

Content Provider	Springer Nature Link
Author	Higuchi, Shintaro Sato, Tatsuri Ito, Kazuaki
Copyright Year	2008
Abstract	Diphenylmethane-based receptors (1) bearing urea units were prepared for anion recognition. Analogous anion receptors based on biphenyl (2), diphenylsulfide (3), cyclophane (4) and phenyl (5) were also synthesized as control compounds. Their anion recognition ability was evaluated by $^{1}$H-NMR spectroscopy in CDCl$_{3}$ at 297 K. The association constants for the complexation between receptors and anions are strongly dependent on the framework of the receptors and the urea moiety substituent. The much stronger binding of a chloride anion by the diphenylmethane-based receptor (1a) having two p-toluenesulfonyl urea groups was observed. It is rationalized by the stronger hydrogen bond donor strength of the p-toluenesulfonyl urea group and the moderate flexibility of the diphenylmethane framework and is explained in terms of the complex geometry.
Starting Page	215
Ending Page	222
Page Count	8
File Format	PDF
ISSN	09230750
Journal	Journal of Inclusion Phenomena and Macrocyclic Chemistry
Volume Number	62
Issue Number	3-4
e-ISSN	15731111
Language	English
Publisher	Springer Netherlands
Publisher Date	2008-05-23
Publisher Place	Dordrecht
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Anion recognition Chloride anion selectivity Diphenylmethane Quaternary ammonium salt p-Toluenesulfonyl urea Crystallography Food Science Organic Chemistry
Content Type	Text
Resource Type	Article
Subject	Chemistry Condensed Matter Physics Food Science

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