Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 7, Pages 3651-3656Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00003
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Funding
- Major State Basic Research Development Program [2016YFA0300404]
- National Natural Science Foundation of China [21525102, 21690062, 21402094]
- China Postdoctoral Science Foundation [2017M611774]
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Three bis(triarylamine) dications bridged with 2,2'-bithienyl group (1(2+), biphenyl group (2(2+)) and [2,2]-paracydophane (3(2+)) have been successfully isolated. The electronic structures of 1(2+) - 3(2+) show bridge dependence. Magnetic studies and DFT calculations show that dications 1(2+) - 3(2+) possess an open-shell singlet ground state with a thermally excited triplet state. Dication 3(2+) has rather small singlet triplet energy gap and could basically be regarded as a nearly pure diradical. Diradical dications 1(2+) - 3(2+) represent rare examples of diradicaloids with intramolecular long-range pi-conjugation or pi-pi coupling interaction.
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