Chiral anion recognition by color change utilizing thiourea, azophenol, and glucopyranosyl groups

Choi, Min Ki; Kim, Hana; Choi, Hee Jung; Yoon, Juyoung; Hyun, Myung Ho

doi:10.1016/j.tetlet.2008.05.055

Cited by 37 publications

(16 citation statements)

References 49 publications

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“…One of the most common designs utilizes a well‐established, achiral structural motif that is capable of efficient carboxylate binding and is appropriately substituted with chiral moieties on the side arms to form acyclic receptors. Natural amino acids 1 , 2 , 3 , and 4 along with amino sugars 6 – 8 , 9 , 10 , and 11 are mostly employed in the construction of these receptors since they constitute a readily available pool of chiral selectors with various structures (Figure ). Moreover, their amino groups can be incorporated into an amide or urea moiety to provide NH hydrogen‐bond donors.…”

Section: Overview Of Receptor Constructionmentioning

confidence: 99%

Chiral Recognition of Carboxylates—Receptors, Analytical Tools, and More

Ulatowski

Jurczak

2016

Asian J Org Chem

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Mostc arboxylic acids, which are among the most common molecules in biological systems, are chiral. The enantiomers of these species are commonly distinguished in nature, but such recognitionh as provenq uite difficult to reproduce by using artificial receptors. Better knowledge of the chiral recognition of carboxylates is therefore crucial for af ullu nderstanding of host-guest phenomenai nn ature, and also for the design of new analytical devices.I nt his Focus Review we summarize andd iscuss the methods employed to evaluater eceptors, and present av ariety of structural designst hat have been utilized in chiral receptors. Some advanced functions of receptors in sensors and sensor arrays are also reviewed.

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Section: Overview Of Receptor Constructionmentioning

confidence: 99%

Chiral Recognition of Carboxylates—Receptors, Analytical Tools, and More

Ulatowski

Jurczak

2016

Asian J Org Chem

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“…For general background on the chemistry of thiourea derivatives, see: Choi et al (2008); Jones et al (2008); Kushwaha et al (2008); Su et al (2006). For related structures, see: Su (2005Su ( , 2007.…”

Section: Related Literaturementioning

confidence: 99%

“…Thiourea and its derivatives are broadly applied in anion recognition, nonlinear optics and catalysis, and display also high bioactivity and good coordination ability (Choi et al, 2008;Kushwaha et al, 2008;Jones et al 2008;Su et al, 2006). As part of our research on thiourea coordination chemistry, we are interested in the study of the influence of noncovalent interactions, especially hydrogen bonds and π-π stacking interactions, on the coordination modes of benzoylthiourea with transition metal ions.…”

Section: S1 Commentmentioning

confidence: 99%

1-(4-Nitrobenzoyl)-3-(4-nitrophenyl)thiourea acetone hemisolvate

Liang

Cui

Cheng

2008

Acta Crystallogr E Struct Rep Online

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In the title compound, C14H10N4O5S·0.5C3H6O, the nitrobenzoyl and nitrophenyl groups have trans and cis configurations, respectively, with respect to the thiourea S atom. The molecular conformation is stabilized by intramolecular N—H⋯O and C—H⋯S hydrogen bonds. The acetone solvent molecule possesses a crystallographically imposed twofold axis. In the crystal packing, thiourea molecules are linked by intermolecular C—H⋯O hydrogen-bond interactions to form chains running parallel to the c axis. The chains are further bridged via N—H⋯O and C—H⋯O hydrogen bonds involving the acetone molecules.

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