Organometallics
Organometallics
5 years ago

BN-Heterocycles Bearing Two BN Units: Influence of the Linker and the Location of BN Units on Electronic Properties and Photoreactivity

BN-Heterocycles Bearing Two BN Units: Influence of the Linker and the Location of BN Units on Electronic Properties and Photoreactivity
Deng-Tao Yang, Suning Wang, Tai Peng, Yonggang Shi
Four diboron BN-heterocycles bearing two BN units have been synthesized via double lithiation/borylation with the aim to examine their thermal and photoelimination properties. In two of the BN-heterocycles, (BN)2-1 and (BN)2-4, the BN units share the central linker unit, while the other two BN-heterocycles (BN)2-2 and (BN)2-3 are isomers with a benzene ring in the middle of the backbone separating the two chelate units. Only compound (BN)2-3 can thermally and photochemically undergo complete double elimination producing green fluorescent (BN)2-3a due to the highly crowded boron centers. (BN)2-2 can partially convert (∼56%) to (BN)2-2a under 350 nm UV irradiation. (BN)2-1 and (BN)2-4 are either inactive or unstable toward photolysis. The molecular structures and electronic properties of these (BN)2-heterocycles have been investigated experimentally as well as computationally using TD-DFT to further elucidate the origin of differences in optical and electronic properties.

Publisher URL: http://dx.doi.org/10.1021/acs.organomet.7b00261

DOI: 10.1021/acs.organomet.7b00261

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