Abstract
AbstractA soluble and stable core‐modified [38]octaphyrin, MC‐T8, containing eight thiophene rings was synthesized by Yamamoto coupling followed by oxidative dehydrogenation. X‐ray crystallographic analysis revealed a nearly planar backbone, and the molecule is globally aromatic with a dominant 38π conjugation pathway. The dication MC‐T82+ is antiaromatic, and the backbone is distorted, with a different orientation of the thiophene rings. The tetracation MC‐T84+ becomes aromatic again, with a shallow‐bowl‐shaped geometry. Both the neutral compound and the dication demonstrated open‐shell diradical character with a small singlet–triplet energy gap (−2.70 kcal mol−1 for MC‐T8 and −3.78 kcal mol−1 for MC‐T82+), and they are stable owing to effective spin delocalization.
Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
