A BN-Benzvalene

The synthesis and crystallographic characterization of BN-benzvalene, the first light-element hetero-benzvalene, is described. BN-benzvalenes are produced via photoexcitation of C5-aryl-substituted 1,2-azaborines under flow conditions. Mechanistic studies support a boron-specific, two-step photoisomerization pathway involving a BN-Dewar benzene intermediate, which is distinct from the photoisomerization pathway proposed in benzene and phospha- and sila-benzenes for the formation of their respective benzvalene analogues.

• Ozaki, T
• Bentley, S
• Rybansky, N
• Li, B
• Liu, S

• Boston College

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