Benzene- and pyridine-incorporated octaphyrins with different coordination modes toward two PdII centers

Le Liu, Zhiwen Hu, Fenni Zhang, Yang Liu, Ling Xu, Mingbo Zhou, Takayuki Tanaka, Atsuhiro Osuka and Jianxin Song ()
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Le Liu: Hunan Normal University
Zhiwen Hu: Hunan Normal University
Fenni Zhang: Hunan Normal University
Yang Liu: Hunan Normal University
Ling Xu: Hunan Normal University
Mingbo Zhou: Hunan Normal University
Takayuki Tanaka: Kyoto University
Atsuhiro Osuka: Hunan Normal University
Jianxin Song: Hunan Normal University

Nature Communications, 2020, vol. 11, issue 1, 1-8

Abstract: Abstract Expanded porphyrins have received considerable attention due to their unique optical, electrochemical and coordination properties. Here, we report benzene- and pyridine-incorporated octaphyrins(1.1.0.0.1.1.0.0), which are synthesized through Suzuki-Miyaura coupling of α,α′-diboryltripyrrane with m-dibromobenzene and 2,6-dibromopyridine, respectively, and subsequent oxidation with 2,3-dicyano-5,6-dichlorobenzoquinone. Both octaphyrins are nonaromatic and take on dumbbell structures. Upon treatment with Pd(OOCCH3)2, the benzene-incorporated one gives a Ci symmetric NNNC coordinated bis-PdII complex but the pyridine incorporated one gives Ci and Cs symmetric NNNC coordinated bis-PdII complexes along with an NNNN coordinated bis-PdII complex bearing a transannular C–C bond between the pyrrole α-positions. In addition, these two pyridine-containing NNNC PdII complexes undergo trifluoroacetic acid-induced clean interconversion.

Date: 2020
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DOI: 10.1038/s41467-020-20072-9

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