Effective synthesis of 4,5-dibromobenzo[1,2-<i>c</i>:3,4-<i>c</i>']bis([1,2,5]thiadiazole) by bromination of benzo[1,2-<i>c</i>:3,4-<i>c</i>']bis([1,2,5]thiadiazole)

Authors

  • Аlexandra S. Chechulina
  • Lidia S. Konstantinova
  • Natalia V. Obruchnikova
  • Еkaterina А. Knyazeva
  • Bin Kan
  • Tainan Duan
  • Yongsheng Chen
  • Rinat A. Aysin
  • Оleg А. Rakitin Институт органической химии им. Н.Д. Зелинского

Keywords:

benzo[1,2-c:3,4-c']bis([1,2,5]thiadiazole), bromination, cross-coupling reactions, IR and Raman spectroscopy

Abstract

 

The bromination of benzo[1,2-c:3,4-c']bis([1,2,5]thiadiazole) was studied. An efficient method has been developed for the synthesis of 4,5-dibromobenzo[1,2-c:3,4-c']bis([1,2,5]thiadiazole), an important intermediate for the preparation of highly efficient photochromic diarylethenes for photosensitive and mechanoreactive materials that can be useful in a number of applications, including stress perception and information storage.

 

Author Biographies

Аlexandra S. Chechulina

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia

Lidia S. Konstantinova

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia

Natalia V. Obruchnikova

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia; e-mail:

 

Еkaterina А. Knyazeva

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia

 

Bin Kan

School of Materials Science and Engineering,
National Institute for Advanced Materials, Nankai University,
300350, Tianjin, China

Tainan Duan

State Key Laboratory of Elemento-Organic Chemistry, The Centre of Nanoscale Science
and Technology and Key Laboratory of Functional Polymer Materials, College of Chemistry,
Haihe Laboratory of Sustainable Chemical Transformations,
Renewable Energy Conversion and Storage Center (RECAST), Nankai University,
300071, Tianjin, China

 

Yongsheng Chen

State Key Laboratory of Elemento-Organic Chemistry, The Centre of Nanoscale Science
and Technology and Key Laboratory of Functional Polymer Materials, College of Chemistry,
Haihe Laboratory of Sustainable Chemical Transformations,
Renewable Energy Conversion and Storage Center (RECAST), Nankai University,
300071, Tianjin, China

 

Rinat A. Aysin

N. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences,
28 Vavilova St., Moscow 119334, Russia

 

Оleg А. Rakitin, Институт органической химии им. Н.Д. Зелинского

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences,
47 Leninsky Ave., Moscow 119991, Russia

Head of the Laboratory

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Published

2024-09-25

Issue

Vol. 60 No. 7/8 (2024)

Section

Original Papers