Click chemistry towards thermally reversible photochromic 4,5-bisthiazolyl-1,2,3-triazoles

Three new diarylethenes were synthesized from 1,2-bis(5-methyl-2-(4-substituted-phenyl)thiazol-4-yl)ethyne and benzyl azide through Ru(I)-catalyzed Huisgen cyclization reactions. The 4,5-bisthiazolyl-1,2,3-triazoles thus prepared, which belong to the terarylene family, showed thermally reversible photochromism. The absorption maximum wavelengths of the closed forms are longer than other terarylenes reported so far. The thermal back reactions are much faster when the substituents on the terminal phenyl groups are electron-withdrawing cyano groups than when they are electron-donating methoxy groups. © 2019 Zhang et al.

Dergi Adı Beilstein Journal of Organic Chemistry
Dergi Cilt Bilgisi 15
Sayfalar 2161 - 2169
Yayın Yılı 2019
Eser Adı
[dc.title]
Click chemistry towards thermally reversible photochromic 4,5-bisthiazolyl-1,2,3-triazoles
Yazar
[dc.contributor.author]
Zhang C.
Yazar
[dc.contributor.author]
Morinaka K.
Yazar
[dc.contributor.author]
Kose M.
Yazar
[dc.contributor.author]
Ubukata T.
Yazar
[dc.contributor.author]
Yokoyama Y.
Yayın Yılı
[dc.date.issued]
2019
Yayıncı
[dc.publisher]
Beilstein-Institut Zur Forderung der Chemischen Wissenschaften
Yayın Türü
[dc.type]
article
Özet
[dc.description.abstract]
Three new diarylethenes were synthesized from 1,2-bis(5-methyl-2-(4-substituted-phenyl)thiazol-4-yl)ethyne and benzyl azide through Ru(I)-catalyzed Huisgen cyclization reactions. The 4,5-bisthiazolyl-1,2,3-triazoles thus prepared, which belong to the terarylene family, showed thermally reversible photochromism. The absorption maximum wavelengths of the closed forms are longer than other terarylenes reported so far. The thermal back reactions are much faster when the substituents on the terminal phenyl groups are electron-withdrawing cyano groups than when they are electron-donating methoxy groups. © 2019 Zhang et al.
Kayıt Giriş Tarihi
[dc.date.accessioned]
2019-12-23
Açık Erişim Tarihi
[dc.date.available]
2019-12-23
Yayın Dili
[dc.language.iso]
eng
Konu Başlıkları
[dc.subject]
Aromatic stabilization energy
Konu Başlıkları
[dc.subject]
Diarylethene
Konu Başlıkları
[dc.subject]
Ruthenium(I) catalysed Huisgen cyclization
Konu Başlıkları
[dc.subject]
Terarylene
Konu Başlıkları
[dc.subject]
Thermally reversible photochromism
Haklar
[dc.rights]
info:eu-repo/semantics/openAccess
ISSN
[dc.identifier.issn]
1860-5397
Sponsor YAYINCI
[dc.description.sponsorship]
Ministry of Education, Culture, Sports, Science and Technology: 471, JP19050004 Japan Society for the Promotion of Science: JP26107009
Sponsor YAYINCI
[dc.description.sponsorship]
This work was supported by MEXT KAKENHI Grant Number JP19050004 in Grant-in-Aid for Scientific Research in Priority Areas “New Frontiers in Photochromism (No. 471)” and JSPS KAKENHI Grant Number JP26107009 in Scientific Research on Innovative Areas “Photosynergetics”. The authors are also grateful to the Instrumental Analysis Center of Yokohama National University for their support in the NMR and MS measurements.
İlk Sayfa Sayısı
[dc.identifier.startpage]
2161
Son Sayfa Sayısı
[dc.identifier.endpage]
2169
Dergi Adı
[dc.relation.journal]
Beilstein Journal of Organic Chemistry
Dergi Cilt Bilgisi
[dc.identifier.volume]
15
Tek Biçim Adres
[dc.identifier.uri]
https://dx.doi.org/10.3762/bjoc.15.213
Tek Biçim Adres
[dc.identifier.uri]
https://hdl.handle.net/20.500.12628/4696
Görüntülenme Sayısı ( Şehir )
Görüntülenme Sayısı ( Ülke )
Görüntülenme Sayısı ( Zaman Dağılımı )
Görüntülenme
11
09.12.2022 tarihinden bu yana
İndirme
1
09.12.2022 tarihinden bu yana
Son Erişim Tarihi
06 Şubat 2024 21:31
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Tıklayınız
groups reactions thermal reported terarylenes longer faster substituents terminal phenyl electron-withdrawing electron-donating methoxy closed absorption wavelengths diarylethenes synthesized 2-bis(5-methyl-2-(4-substituted-phenyl)thiazol-4-yl)ethyne benzyl through Ru(I)-catalyzed Huisgen cyclization 5-bisthiazolyl-1 maximum 3-triazoles prepared belong terarylene family showed thermally reversible photochromism
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