5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architectures
5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans have been synthesized and their photochromic properties have been quantified using UV-Visible spectroscopy. The urea pattern is responsive for the selfassembling properties under both colourless and coloured forms whereas the corresponding amino derivati...
Main Authors: | , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Hindawi Limited
2004-01-01
|
Series: | International Journal of Photoenergy |
Online Access: | http://dx.doi.org/10.1155/S1110662X04000212 |
id |
doaj-74e52a03f72048a3b51d37bc54a5e99a |
---|---|
record_format |
Article |
spelling |
doaj-74e52a03f72048a3b51d37bc54a5e99a2020-11-24T21:47:24ZengHindawi LimitedInternational Journal of Photoenergy1110-662X2004-01-016416917310.1155/S1110662X040002125-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architecturesX. Sallenave0S. Delbaere1S. Ahmed2G. Vermeersch3J. L. Pozzo4CSBN, UMR CNRS 5802, Université Bordeaux 1, Talence F-33405, FranceCSBN, UMR CNRS 5802, Université Bordeaux 1, Talence F-33405, FranceCSBN, UMR CNRS 5802, Université Bordeaux 1, Talence F-33405, FranceLaboratoire de Physique et LARMN, UMR CNRS 8009, Faculté de Pharmacie, Université de Lille 2, Lille F-59006, FranceCSBN, UMR CNRS 5802, Université Bordeaux 1, Talence F-33405, France5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans have been synthesized and their photochromic properties have been quantified using UV-Visible spectroscopy. The urea pattern is responsive for the selfassembling properties under both colourless and coloured forms whereas the corresponding amino derivatives do not show any aggregative properties. The geometries of the different states have been assigned using 1H and 19F NMR spectroscopies, and thereafter their respective kind of aggregates could be proposed through the different inter- and intramolecular interactions. Upon UV irradiation, the pyranic ring is opened and the resulting photogenerated carbonyl group is competing with the urea in the self-assembling process and consequently strongly affects the supramolecular assemblies. The inter- and intramolecular contributions have been quantified through 1D and 2D NMR experiments along with the variation in the concentration.http://dx.doi.org/10.1155/S1110662X04000212 |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
X. Sallenave S. Delbaere S. Ahmed G. Vermeersch J. L. Pozzo |
spellingShingle |
X. Sallenave S. Delbaere S. Ahmed G. Vermeersch J. L. Pozzo 5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architectures International Journal of Photoenergy |
author_facet |
X. Sallenave S. Delbaere S. Ahmed G. Vermeersch J. L. Pozzo |
author_sort |
X. Sallenave |
title |
5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architectures |
title_short |
5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architectures |
title_full |
5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architectures |
title_fullStr |
5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architectures |
title_full_unstemmed |
5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans: Photoswitchable self-assembling architectures |
title_sort |
5-ureido-3,3-diphenyl-3h-naphtho[2,1-b]pyrans: photoswitchable self-assembling architectures |
publisher |
Hindawi Limited |
series |
International Journal of Photoenergy |
issn |
1110-662X |
publishDate |
2004-01-01 |
description |
5-Ureido-3,3-diphenyl-3H-naphtho[2,1-b]pyrans have been synthesized and their photochromic
properties have been quantified using UV-Visible spectroscopy. The urea pattern is responsive for the selfassembling
properties under both colourless and coloured forms whereas the corresponding amino derivatives
do not show any aggregative properties. The geometries of the different states have been assigned using 1H and 19F NMR spectroscopies, and thereafter their respective kind of aggregates could be proposed through
the different inter- and intramolecular interactions. Upon UV irradiation, the pyranic ring is opened and the
resulting photogenerated carbonyl group is competing with the urea in the self-assembling process and consequently
strongly affects the supramolecular assemblies. The inter- and intramolecular contributions have
been quantified through 1D and 2D NMR experiments along with the variation in the concentration. |
url |
http://dx.doi.org/10.1155/S1110662X04000212 |
work_keys_str_mv |
AT xsallenave 5ureido33diphenyl3hnaphtho21bpyransphotoswitchableselfassemblingarchitectures AT sdelbaere 5ureido33diphenyl3hnaphtho21bpyransphotoswitchableselfassemblingarchitectures AT sahmed 5ureido33diphenyl3hnaphtho21bpyransphotoswitchableselfassemblingarchitectures AT gvermeersch 5ureido33diphenyl3hnaphtho21bpyransphotoswitchableselfassemblingarchitectures AT jlpozzo 5ureido33diphenyl3hnaphtho21bpyransphotoswitchableselfassemblingarchitectures |
_version_ |
1725897168835837952 |