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Stable [12]‐ and [18]Annulenes Derived from Tetraethynylethene
Author(s) -
Anthony John,
Diederich Francois,
Knobler Carolyn B.
Publication year - 1993
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199304061
Subject(s) - annulene , antiaromaticity , planar , derivative (finance) , ring (chemistry) , enediyne , chemistry , molecule , unit (ring theory) , stereochemistry , computational chemistry , crystallography , aromaticity , mathematics , organic chemistry , computer science , computer graphics (images) , financial economics , economics , mathematics education
Perethynylated dehydroannulenes are accessible by oxidative Hay coupling of a tetraethynylethene with a free cis ‐enediyne unit. Besides a yellow derivative with a planar, aromatic 18π‐electron perimeter, compound 1 was isolated. This interesting molecule has a strained, planar antiaromatic 12‐membered ring; dilute solutions of 1 are violet and resemble solutions of C 60 .

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