A cyclopenta-fused dibenzo[<i>b</i>,<i>d</i>]thiophene-<i>co</i>-phenanthrene macrocyclic tetraradicaloid
Xuefeng Lu, Dongyue An, Yi Han, Ya Zou, Yanjun Qiao, Ning Zhang, Dongdong Chang, Jishan Wu, Yunqi Liu
Abstract
displays global anti-aromaticity according to the NMR measurements and theoretical calculations (NICS, ACID and 2D ICSS), with a 36π ring current circuit along the all-carbon periphery excluding the two sulphur atoms. Its dication becomes globally aromatic due to the existence of a dominant 34π-conjugation pathway. This study sheds some light on the effect of heteroatoms on the electronic properties of open-shell polyradicaloids.
Topics & Concepts
ThiophenePhenanthreneAromaticitySulfurChemistryCrystallographyStereochemistryComputational chemistryOrganic chemistryMoleculeSynthesis and Properties of Aromatic CompoundsAxial and Atropisomeric Chirality SynthesisFullerene Chemistry and Applications