Abstract
AbstractThe synthesis of a bithiophene‐bridged 34π conjugated aromatic expanded porphycene 1 and a cyclopentabithiophene bridged 32π conjugated anti‐aromatic expanded porphycene 2 by a McMurry coupling strategy is presented. Magnetic measurements and theoretical calculations reveal that both 1 and 2 exhibit an open‐shell singlet ground state with significant radical character (y0=0.63 for 1; y0=0.68, y1=0.18 for 2; y0: diradical character, y1: tetraradical character) and a small singlet–triplet energy gap (ΔES‐T=−3.25 kcal mol−1 for 1 and ΔES‐T=−0.92 kcal mol−1 for 2). Despite the open‐shell radical character, both compounds display exceptional stability under ambient air and light conditions owing to effective delocalization of unpaired electrons in the extended cyclic π‐conjugation pathway.
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