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1,8-Diaryl Phenanthrene: A General Link Block for Conjugated Ladder Molecules
Ruiying Zhang1,2, Lingding Wang1, Yaohuan Mei1
1Key Laboratory of Advanced Carbon-Based Functional Materials (Fujian Province University), College of Chemistry, Fuzhou University, Fuzhou, 350108, China.
None:
A series of 2,7-dihalo-1,8-diarylphenanthrenes were synthesized via acid-catalyzed bicyclization. Using this phenanthrene as a link block, a one-pot, three-component Suzuki-Miyaura coupling followed by Scholl cyclodehydrogenation afforded fluorene-fused conjugated ladder molecules (CLMs) with armchair/fjord/cove edges and lengths up to 4.59 nm. Extended π-conjugation narrows the bandgap and raises the HOMO level, establishing 1,8-diarylphenanthrene as a versatile link block for CLMs.
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