Towards racemizable chiral organogelators

J. Lin; D. Dasgupta; S. Cantekin; A.P.H.J. Schenning

doi:10.3762/bjoc.6.107

Towards racemizable chiral organogelators

J. Lin, D. Dasgupta, S. Cantekin, A.P.H.J. Schenning

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Abstract

A chiral organogelator has been synthesized that can be racemized and self-assembled in apolar solvents whilst at higher concentrations organogels are formed. Field emission scanning and transmission electron microscopy revealed the formation of bundle fibrils that are able to gelate the solvent. 1H NMR studies showed hydrogen-bond interactions between the peptide head groups of neighbouring organogelator molecules. The enantiomerically pure organogelator can be racemized by the base DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) as was evident from chiral high-performance liquid chromatography analysis.

Original language	English
Pages (from-to)	960-965
Journal	Beilstein Journal of Organic Chemistry
Volume	6
DOIs	https://doi.org/10.3762/bjoc.6.107
Publication status	Published - 2010

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title = "Towards racemizable chiral organogelators",

abstract = "A chiral organogelator has been synthesized that can be racemized and self-assembled in apolar solvents whilst at higher concentrations organogels are formed. Field emission scanning and transmission electron microscopy revealed the formation of bundle fibrils that are able to gelate the solvent. 1H NMR studies showed hydrogen-bond interactions between the peptide head groups of neighbouring organogelator molecules. The enantiomerically pure organogelator can be racemized by the base DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) as was evident from chiral high-performance liquid chromatography analysis.",

author = "J. Lin and D. Dasgupta and S. Cantekin and A.P.H.J. Schenning",

year = "2010",

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AU - Lin, J.

AU - Dasgupta, D.

AU - Cantekin, S.

AU - Schenning, A.P.H.J.

PY - 2010

Y1 - 2010

N2 - A chiral organogelator has been synthesized that can be racemized and self-assembled in apolar solvents whilst at higher concentrations organogels are formed. Field emission scanning and transmission electron microscopy revealed the formation of bundle fibrils that are able to gelate the solvent. 1H NMR studies showed hydrogen-bond interactions between the peptide head groups of neighbouring organogelator molecules. The enantiomerically pure organogelator can be racemized by the base DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) as was evident from chiral high-performance liquid chromatography analysis.

AB - A chiral organogelator has been synthesized that can be racemized and self-assembled in apolar solvents whilst at higher concentrations organogels are formed. Field emission scanning and transmission electron microscopy revealed the formation of bundle fibrils that are able to gelate the solvent. 1H NMR studies showed hydrogen-bond interactions between the peptide head groups of neighbouring organogelator molecules. The enantiomerically pure organogelator can be racemized by the base DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) as was evident from chiral high-performance liquid chromatography analysis.

U2 - 10.3762/bjoc.6.107

DO - 10.3762/bjoc.6.107

M3 - Article

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SP - 960

EP - 965

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Towards racemizable chiral organogelators

Abstract

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