Synthesis of per-deuterated alkyl amines for the preparation of deuterated organic pyromellitamide gelators

A general, direct and scalable synthesis of per-deuterated alkyl amines is reported, together with their incorporation into pyromellitamides, which form self-assembled gels in cyclohexane. The deuterium labelling of these gelators allows the study of the dynamic intermolecular interactions in these...

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Published inTetrahedron letters Vol. 54; no. 20; pp. 2538 - 2541
Main Authors Yepuri, Nageshwar R., Jamieson, Scott A., Darwish, Tamim A., Rawal, Aditya, Hook, James M., Thordarson, Pall, Holden, Peter J., James, Michael
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 15.05.2013
Elsevier
Subjects
Amines
Chemistry
Chemistry, Organic
Cyclohexane
Deuterated amines
Deuterium
Dynamic tests
Labelling
NMR spectroscopy
Physical Sciences
Science & Technology
Self-assembling organogels
Solid state deuterium NMR
Supramolecular chemistry
Synthesis (chemistry)
Tetrahedrons
Self-assembling organogels
Deuterated amines
Solid state deuterium NMR
Supramolecular chemistry
ACID
H/D EXCHANGE
GELS
PLATINUM
MOLECULES
FILMS
DRUGS
ALIPHATIC-AMINES
BIOMATERIALS
NEUTRON REFLECTOMETRY
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Summary:A general, direct and scalable synthesis of per-deuterated alkyl amines is reported, together with their incorporation into pyromellitamides, which form self-assembled gels in cyclohexane. The deuterium labelling of these gelators allows the study of the dynamic intermolecular interactions in these materials using solid-state 2H NMR spectroscopy.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2013.03.031