Synlett 2021; 32(20): 2059-2062
DOI: 10.1055/s-0040-1720925
letter

Novel Benzothiophene-Based Fluorescent Dye Exhibiting a Large Stokes Shift

Yaroslav V. Bolt
a   Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, Russian Federation
,
a   Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, Russian Federation
b   Pirogov Russian National Research Medical University, Ostrovitianova 1, Moscow 117997, Russian Federation
,
Yulia V. Nelyubina
c   A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova 28, Moscow 119991, Russian Federation
,
Anastasia A. Andrianova
a   Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, Russian Federation
,
a   Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, Russian Federation
b   Pirogov Russian National Research Medical University, Ostrovitianova 1, Moscow 117997, Russian Federation
,
a   Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow 117997, Russian Federation
b   Pirogov Russian National Research Medical University, Ostrovitianova 1, Moscow 117997, Russian Federation
› Institutsangaben

The work was supported by the Russian Science Foundation (21-74-10152, https://rscf.ru/en/project/21-74-10152/). X-ray diffraction data were collected using the equipment of the Center for Molecular Composition Studies of INEOS RAS with the financial support from the Ministry of Science and Higher Education of the Russian Federation.


Preview

Abstract

We report a simple two-step method for the synthesis of a novel highly fluorescent benzothiophene-based dye comprising five fused rings and exhibiting a large Stokes shift (Δλ = 152 nm or Δν = 5482 cm–1 in ethanol). Structural features of the obtained compound allow easy functionalization of the carbon core and open new possibility for the development of a series of new classes of fluorescent dyes.

Supporting Information

Primary Data



Publikationsverlauf

Eingereicht: 24. August 2021

Angenommen nach Revision: 01. Oktober 2021

Artikel online veröffentlicht:
19. Oktober 2021

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany