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A naphthalene-fused dimer of an anti-aromatic expanded isophlorin.

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We report the first synthesis of a covalent expanded isophlorin dimer from two 24-π doubly S-confused sapphyrin-like pentathiaisophlorins. It exhibits marginal peripheral aromaticity rather than strong global diatropicity or paratropicity… Click to show full abstract

We report the first synthesis of a covalent expanded isophlorin dimer from two 24-π doubly S-confused sapphyrin-like pentathiaisophlorins. It exhibits marginal peripheral aromaticity rather than strong global diatropicity or paratropicity and weak intermacrocycle electronic communication. Quantum chemical methods discern that cross-conjugation is responsible for these unusual electronic features.

Keywords: dimer anti; anti aromatic; naphthalene fused; expanded isophlorin; aromatic expanded; fused dimer

Journal Title: Chemical communications
Year Published: 2017

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