2012
DOI: 10.1016/j.tet.2011.10.090
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Evaluation of the binding ability of tetraaza[2]arene[2]triazine receptors anchoring l-alanine units for aromatic carboxylate anions

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Cited by 22 publications
(18 citation statements)
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“…The distance between the triazine rings in the hydrophobic cavity is appropriately 9.80 Å (N1‐N1′, see the Supporting Information, Figure S1). The average C–N bond length between bridged‐nitrogen atoms and triazine rings (1.38 Å) is shorter than that to phenyl rings (1.43 Å), which is close to the standard sp 3 C–N bond length, which indicates that the bridged nitrogen atoms tend to conjugate with the electron‐deficient triazine ring rather than the adjacent phenyl ring …”
Section: Resultssupporting
confidence: 61%
“…The distance between the triazine rings in the hydrophobic cavity is appropriately 9.80 Å (N1‐N1′, see the Supporting Information, Figure S1). The average C–N bond length between bridged‐nitrogen atoms and triazine rings (1.38 Å) is shorter than that to phenyl rings (1.43 Å), which is close to the standard sp 3 C–N bond length, which indicates that the bridged nitrogen atoms tend to conjugate with the electron‐deficient triazine ring rather than the adjacent phenyl ring …”
Section: Resultssupporting
confidence: 61%
“…Six compounds, 14-19, are incorporated in zero-dimensional aggregates. Five of the structures adopt motif III, where the DMSO-O atom is held in place by one (17 36 ), two (15, 34 16 35 and 19 38 ) and four (14 33 ) hydrogen bonds and where the DMSO-S(lp)⋯π(arene) interaction is considered intramolecular. Structure 16 35 is particularly notable as the DMSO-S(lp)⋯π(arene) interaction appears to be bifurcated (Fig.…”
Section: Resultsmentioning
confidence: 99%
“…The synthesis of peptide 4 was conducted as per Scheme . The coupling of Boc‐D‐phenyl alanine ( 11 ) and D‐alanine methyl ester by the coupling reaction using HATU/DIPEA to afford 12 in 64.93% yield. The protected amino acid 12 was then deprotected in 4 M HCl in 1,4‐dioxane to give compound 7 as a hydrochloride salt (Yield= 95.6%) .…”
Section: Resultsmentioning
confidence: 99%