Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes
Autor(a) principal: | |
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Data de Publicação: | 2016 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016001101989 |
Resumo: | Three new unsymmetrical pyridine-containing diarylethenes with a variable peripheral heteroaryl unit were synthesized and their structures were determined by single-crystal X-ray diffraction analysis. The substituent effects of variable heteroaryl groups on the photochromic and fluorescence properties were systematically discussed. Thienyl and thiazyl could effectively enhance the cyclization quantum yields and photoconversion ratios in the photostationary state, as compared to the phenyl group. However, they had no obvious effect on the fluorescence behaviors. Moreover, X-ray structural analysis revealed that the N···S heteroatom-contact interactions resulted in a higher cyclization quantum yield, which may be ascribed to the effective stabilizing ability on the photoreactive formations in diarylethenes with a thienyl/thiazyl unit. |
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Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenesdiarylethenephotochromismpyridine moietyN···S interactionsubstituent effectThree new unsymmetrical pyridine-containing diarylethenes with a variable peripheral heteroaryl unit were synthesized and their structures were determined by single-crystal X-ray diffraction analysis. The substituent effects of variable heteroaryl groups on the photochromic and fluorescence properties were systematically discussed. Thienyl and thiazyl could effectively enhance the cyclization quantum yields and photoconversion ratios in the photostationary state, as compared to the phenyl group. However, they had no obvious effect on the fluorescence behaviors. Moreover, X-ray structural analysis revealed that the N···S heteroatom-contact interactions resulted in a higher cyclization quantum yield, which may be ascribed to the effective stabilizing ability on the photoreactive formations in diarylethenes with a thienyl/thiazyl unit.Sociedade Brasileira de Química2016-11-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016001101989Journal of the Brazilian Chemical Society v.27 n.11 2016reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.5935/0103-5053.20160089info:eu-repo/semantics/openAccessLiao,GuanmingXue,DandanZheng,ChunhongWang,RenjiePu,Shouzhieng2016-11-04T00:00:00Zoai:scielo:S0103-50532016001101989Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2016-11-04T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes |
title |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes |
spellingShingle |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes Liao,Guanming diarylethene photochromism pyridine moiety N···S interaction substituent effect |
title_short |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes |
title_full |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes |
title_fullStr |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes |
title_full_unstemmed |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes |
title_sort |
Effects of the Peripheral Heteroaryl Substituents on the Photochromism of New Pyridine-Containing Diarylethenes |
author |
Liao,Guanming |
author_facet |
Liao,Guanming Xue,Dandan Zheng,Chunhong Wang,Renjie Pu,Shouzhi |
author_role |
author |
author2 |
Xue,Dandan Zheng,Chunhong Wang,Renjie Pu,Shouzhi |
author2_role |
author author author author |
dc.contributor.author.fl_str_mv |
Liao,Guanming Xue,Dandan Zheng,Chunhong Wang,Renjie Pu,Shouzhi |
dc.subject.por.fl_str_mv |
diarylethene photochromism pyridine moiety N···S interaction substituent effect |
topic |
diarylethene photochromism pyridine moiety N···S interaction substituent effect |
description |
Three new unsymmetrical pyridine-containing diarylethenes with a variable peripheral heteroaryl unit were synthesized and their structures were determined by single-crystal X-ray diffraction analysis. The substituent effects of variable heteroaryl groups on the photochromic and fluorescence properties were systematically discussed. Thienyl and thiazyl could effectively enhance the cyclization quantum yields and photoconversion ratios in the photostationary state, as compared to the phenyl group. However, they had no obvious effect on the fluorescence behaviors. Moreover, X-ray structural analysis revealed that the N···S heteroatom-contact interactions resulted in a higher cyclization quantum yield, which may be ascribed to the effective stabilizing ability on the photoreactive formations in diarylethenes with a thienyl/thiazyl unit. |
publishDate |
2016 |
dc.date.none.fl_str_mv |
2016-11-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016001101989 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016001101989 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.5935/0103-5053.20160089 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.27 n.11 2016 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318178784772096 |