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- W3179065342 endingPage "11159" @default.
- W3179065342 startingPage "11152" @default.
- W3179065342 abstract "Dewar benzene, one of the isolable valence isomers of C6H6, has been extensively studied since its first synthesis in 1962. By contrast, the chemistry of inorganic congeners of Dewar benzene, which can be formally gained by replacing the skeletal carbon atoms with heteroatoms, has been less developed despite their peculiar structural and electronic features. Among them, the extant B,N-Dewar benzenes are limited to the B3N3 system. Herein, we report the development of the first example of an isolable B4N2 Dewar benzene, 3. As predicted by DFT calculations, a judicious selection of the substituents allows synthesizing 3. Single-crystal X-ray analysis, NMR, and computational studies confirmed that 3 possesses a high-lying B(sp3)–B(sp3) σ-bond at the bridgehead position. Reactions with ethylene and phenylacetylene proceeded smoothly under mild conditions, affording the fused B4C4N2 ring systems (4 and 5). Structural characterization as well as DFT calculations revealed that compounds 4 and 5 involve a rigid and conjugated (BN)4 tetraene scaffold. Formation of 4 and 5 demonstrates that 3 may serve as a building block for the construction of conjugated B,N-chains." @default.
- W3179065342 created "2021-07-19" @default.
- W3179065342 creator A5083291487 @default.
- W3179065342 creator A5086976206 @default.
- W3179065342 date "2021-07-15" @default.
- W3179065342 modified "2023-10-16" @default.
- W3179065342 title "A Crystalline B<sub>4</sub>N<sub>2</sub> Dewar Benzene as a Building Block for Conjugated B,N-Chains" @default.
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