Approach to a Substituted Heptamethine Cyanine Chain by the Ring Opening of Zincke Salts
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216224%3A14310%2F19%3A00107544" target="_blank" >RIV/00216224:14310/19:00107544 - isvavai.cz</a>
Result on the web
<a href="https://pubs.acs.org/doi/10.1021/jacs.9b02537" target="_blank" >https://pubs.acs.org/doi/10.1021/jacs.9b02537</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jacs.9b02537" target="_blank" >10.1021/jacs.9b02537</a>
Alternative languages
Result language
angličtina
Original language name
Approach to a Substituted Heptamethine Cyanine Chain by the Ring Opening of Zincke Salts
Original language description
Cyanine dyes play an indispensable and central role in modern fluorescence-based biological techniques. Despite their importance and widespread use, the current synthesis methods of heptamethine chain modification are restricted to coupling reactions and nucleophilic substitution at the meso position in the chain. Herein, we report the direct transformation of Zincke salts to cyanine dyes under mild conditions, accompanied by the incorporation of a substituted pyridine residue into the heptamethine scaffold. This work represents the first general approach that allows the introduction of diverse substituents and different substitution patterns at the C3'-C5' positions of the chain. High yields, functional tolerance, versatility toward the condensation partners, and scalability make this method a powerful tool for accessing a new generation of cyanine derivatives.
Czech name
—
Czech description
—
Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10400 - Chemical sciences
Result continuities
Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of the American Chemical Society
ISSN
0002-7863
e-ISSN
—
Volume of the periodical
141
Issue of the periodical within the volume
17
Country of publishing house
US - UNITED STATES
Number of pages
8
Pages from-to
7155-7162
UT code for WoS article
000466987900047
EID of the result in the Scopus database
2-s2.0-85065119138