Towards racemizable chiral organogelators

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. (1...

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Detalles Bibliográficos
Autores principales: Lin, Jian Bin, Dasgupta, Debarshi, Cantekin, Seda, Schenning, Albertus P H J
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2010
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2981819/
https://www.ncbi.nlm.nih.gov/pubmed/21085504
http://dx.doi.org/10.3762/bjoc.6.107
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author Lin, Jian Bin
Dasgupta, Debarshi
Cantekin, Seda
Schenning, Albertus P H J
author_facet Lin, Jian Bin
Dasgupta, Debarshi
Cantekin, Seda
Schenning, Albertus P H J
author_sort Lin, Jian Bin
collection PubMed
description 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. (1)H 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.
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spelling pubmed-29818192010-11-17 Towards racemizable chiral organogelators Lin, Jian Bin Dasgupta, Debarshi Cantekin, Seda Schenning, Albertus P H J Beilstein J Org Chem Letter 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. (1)H 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. Beilstein-Institut 2010-10-06 /pmc/articles/PMC2981819/ /pubmed/21085504 http://dx.doi.org/10.3762/bjoc.6.107 Text en Copyright © 2010, Lin et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Lin, Jian Bin
Dasgupta, Debarshi
Cantekin, Seda
Schenning, Albertus P H J
Towards racemizable chiral organogelators
title Towards racemizable chiral organogelators
title_full Towards racemizable chiral organogelators
title_fullStr Towards racemizable chiral organogelators
title_full_unstemmed Towards racemizable chiral organogelators
title_short Towards racemizable chiral organogelators
title_sort towards racemizable chiral organogelators
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2981819/
https://www.ncbi.nlm.nih.gov/pubmed/21085504
http://dx.doi.org/10.3762/bjoc.6.107
work_keys_str_mv AT linjianbin towardsracemizablechiralorganogelators
AT dasguptadebarshi towardsracemizablechiralorganogelators
AT cantekinseda towardsracemizablechiralorganogelators
AT schenningalbertusphj towardsracemizablechiralorganogelators

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