Repozytorium

Use of stable amine-capped polyynes in the regioselective synthesis of push-pull thiophenes.

Autorzy

Bartłomiej Pigulski

Patrycja A. Męcik

Jakub Cichos

Sławomir Szafert

Rok wydania

2017

Czasopismo

Journal of Organic Chemistry

Numer woluminu

82

Strony

1487-1498

DOI

10.1021/acs.joc.6b02685

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

The reactions of a series of 1-halopolyynes with secondary amines led to novel amine end-capped polyynes exhibiting surprisingly high stability towards moisture. The new compounds were characterized by NMR spectroscopy, ESI-MS spectrometry, and x-ray single-crystal diffractometry. The use of amine end-capped polyynes as precursors to substituted push-pull thiophenes was next presented. The results show the first - to the best of our knowledge - transformation of ynamine to thiophene and the first regioselective transformation of a longer polyynes to butadiyne-substituted thiophene. Photophysical studies of the resulting compounds show that some of the substituted thiophenes have high quantum yield photoluminescence upon UV light irradiation.

Adres publiczny

http://dx.doi.org/10.1021/acs.joc.6b02685

Strona internetowa wydawcy

https://www.acs.org/content/acs/en.html

Podobne publikacje
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Vibrational and nonlinear optical properties of amine-capped push-pull polyynes by infrared and Raman spectroscopy.

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