Repozytorium

Cycloaddition–Retro‐Electrocyclization Click Reaction of Amine End‐Capped Oligoynes with Tetracyanoethylene

Autorzy

Bartłomiej Pigulski

Klaudia Misiak

Patrycja Męcik

Sławomir Szafert

Rok wydania

2023

Czasopismo

Chemistry-A European Journal

Numer woluminu

29

Strony

e202302725/1-e202302725/8

DOI

10.1002/chem.202302725

Kolekcja

Naukowa

Język

Angielski

Typ publikacji

Artykuł

Streszczenie

This study shows the first example of cycloaddition–retro-electrocyclization (CA-RE) click reaction involving nitrogen end-capped push-pull oligoynes. The reported CA-RE reaction with TCNE (tetracyanoethylene) is fully regioselective and leads exclusively to the unprecedented TCBD (tetracyanobuta-1,3-diene-2,3-diyl) end-capped carbon rods. The molecular structure of the products was unambiguously confirmed using X-ray single crystal diffraction and their optical and electronic properties were investigated experimentally and rationalized using DFT (density functional theory) calculations.

Słowa kluczowe

alkynes, cycloadditions, oligoynes, retro reactions, TCNE

Adres publiczny

http://dx.doi.org/10.1002/chem.202302725

Strona internetowa wydawcy

onlinelibrary.wiley.com

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