Hydrogen-bonding pyrrolic amide cleft anion receptors

P.A. Gale; S. Camiolo; C.P. Chapman; M.E. Light; M.B. Hursthouse

doi:10.1016/S0040-4039(01)00896-6

Hydrogen-bonding pyrrolic amide cleft anion receptors

P.A. Gale
, S. Camiolo
, C.P. Chapman
, M.E. Light
, M.B. Hursthouse

Research output: Contribution to journal › Article › Academic › peer-review

78 Citations (Scopus)

Abstract

The use of simple 2,5-diamidopyrrole derivatives as anion receptors has been investigated. Reaction of 3,4-diphenylpyrrole-2,5-dicarboxylic acid chloride with n-butylamine or aniline has produced two new amidic cleft anion receptors 1 and 2. The anion-coordination ability of these species has been determined by 1H NMR titration techniques. Crystal structures of 1 and 2 have been elucidated, revealing a continuous hydrogen bonding network formed by 1 and dimerization of 2 via NH⋯O and CH⋯O hydrogen bonds.

Original language	English
Pages (from-to)	5095-5097
Journal	Tetrahedron Letters
Volume	42
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4039(01)00896-6
Publication status	Published - 23-Jul-2001
Externally published	Yes

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abstract = "The use of simple 2,5-diamidopyrrole derivatives as anion receptors has been investigated. Reaction of 3,4-diphenylpyrrole-2,5-dicarboxylic acid chloride with n-butylamine or aniline has produced two new amidic cleft anion receptors 1 and 2. The anion-coordination ability of these species has been determined by 1H NMR titration techniques. Crystal structures of 1 and 2 have been elucidated, revealing a continuous hydrogen bonding network formed by 1 and dimerization of 2 via NH⋯O and CH⋯O hydrogen bonds.",

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T1 - Hydrogen-bonding pyrrolic amide cleft anion receptors

AU - Gale, P.A.

AU - Camiolo, S.

AU - Chapman, C.P.

AU - Light, M.E.

AU - Hursthouse, M.B.

PY - 2001/7/23

Y1 - 2001/7/23

N2 - The use of simple 2,5-diamidopyrrole derivatives as anion receptors has been investigated. Reaction of 3,4-diphenylpyrrole-2,5-dicarboxylic acid chloride with n-butylamine or aniline has produced two new amidic cleft anion receptors 1 and 2. The anion-coordination ability of these species has been determined by 1H NMR titration techniques. Crystal structures of 1 and 2 have been elucidated, revealing a continuous hydrogen bonding network formed by 1 and dimerization of 2 via NH⋯O and CH⋯O hydrogen bonds.

AB - The use of simple 2,5-diamidopyrrole derivatives as anion receptors has been investigated. Reaction of 3,4-diphenylpyrrole-2,5-dicarboxylic acid chloride with n-butylamine or aniline has produced two new amidic cleft anion receptors 1 and 2. The anion-coordination ability of these species has been determined by 1H NMR titration techniques. Crystal structures of 1 and 2 have been elucidated, revealing a continuous hydrogen bonding network formed by 1 and dimerization of 2 via NH⋯O and CH⋯O hydrogen bonds.

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U2 - 10.1016/S0040-4039(01)00896-6

DO - 10.1016/S0040-4039(01)00896-6

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VL - 42

SP - 5095

EP - 5097

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Hydrogen-bonding pyrrolic amide cleft anion receptors

Abstract

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