Cargando…

Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole

[Image: see text] We report simple strategies to synthesize star-shaped molecules containing different heterocycles integrated with a number of variations. Here, cyclotrimerization, Vilsmeier–Haack reaction, Suzuki–Miyaura cross-coupling, and Van Leusen oxazole synthesis have been used as key steps...

Descripción completa

Detalles Bibliográficos
Autores principales: Kotha, Sambasivarao, Todeti, Saidulu, Gopal, M. Bala, Datta, Anindya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645079/
https://www.ncbi.nlm.nih.gov/pubmed/31457237
http://dx.doi.org/10.1021/acsomega.7b00941
_version_ 1783437385457991680
author Kotha, Sambasivarao
Todeti, Saidulu
Gopal, M. Bala
Datta, Anindya
author_facet Kotha, Sambasivarao
Todeti, Saidulu
Gopal, M. Bala
Datta, Anindya
author_sort Kotha, Sambasivarao
collection PubMed
description [Image: see text] We report simple strategies to synthesize star-shaped molecules containing different heterocycles integrated with a number of variations. Here, cyclotrimerization, Vilsmeier–Haack reaction, Suzuki–Miyaura cross-coupling, and Van Leusen oxazole synthesis have been used as key steps to introduce diverse five-membered heterocycles such as furan, thiophene, and oxazole. More importantly, readily available starting materials such as thiophene, 2-formyl furan, and 2-acetyl furan were utilized. Also, the fluorescent behavior of these π-conjugated systems was studied. C(3)-Symmetric molecules containing furan moieties show a stronger fluorescence than thiophene-containing star-shaped compounds.
format Online
Article
Text
id pubmed-6645079
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-66450792019-08-27 Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole Kotha, Sambasivarao Todeti, Saidulu Gopal, M. Bala Datta, Anindya ACS Omega [Image: see text] We report simple strategies to synthesize star-shaped molecules containing different heterocycles integrated with a number of variations. Here, cyclotrimerization, Vilsmeier–Haack reaction, Suzuki–Miyaura cross-coupling, and Van Leusen oxazole synthesis have been used as key steps to introduce diverse five-membered heterocycles such as furan, thiophene, and oxazole. More importantly, readily available starting materials such as thiophene, 2-formyl furan, and 2-acetyl furan were utilized. Also, the fluorescent behavior of these π-conjugated systems was studied. C(3)-Symmetric molecules containing furan moieties show a stronger fluorescence than thiophene-containing star-shaped compounds. American Chemical Society 2017-10-02 /pmc/articles/PMC6645079/ /pubmed/31457237 http://dx.doi.org/10.1021/acsomega.7b00941 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Kotha, Sambasivarao
Todeti, Saidulu
Gopal, M. Bala
Datta, Anindya
Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole
title Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole
title_full Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole
title_fullStr Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole
title_full_unstemmed Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole
title_short Synthesis and Photophysical Properties of C(3)-Symmetric Star-Shaped Molecules Containing Heterocycles Such as Furan, Thiophene, and Oxazole
title_sort synthesis and photophysical properties of c(3)-symmetric star-shaped molecules containing heterocycles such as furan, thiophene, and oxazole
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6645079/
https://www.ncbi.nlm.nih.gov/pubmed/31457237
http://dx.doi.org/10.1021/acsomega.7b00941
work_keys_str_mv AT kothasambasivarao synthesisandphotophysicalpropertiesofc3symmetricstarshapedmoleculescontainingheterocyclessuchasfuranthiopheneandoxazole
AT todetisaidulu synthesisandphotophysicalpropertiesofc3symmetricstarshapedmoleculescontainingheterocyclessuchasfuranthiopheneandoxazole
AT gopalmbala synthesisandphotophysicalpropertiesofc3symmetricstarshapedmoleculescontainingheterocyclessuchasfuranthiopheneandoxazole
AT dattaanindya synthesisandphotophysicalpropertiesofc3symmetricstarshapedmoleculescontainingheterocyclessuchasfuranthiopheneandoxazole