A BN-Benzvalene.

ABSTRACT: The synthesis and crystallographic characterization of BN-benzvalene, the first second-row heteroatom-containing 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 silabenzenes for the formation of their respective benzvalene analogues.

SUBMITTER: Ozaki T 

PROVIDER: S-EPMC12087574 | biostudies-literature | 2024 Sep

REPOSITORIES: biostudies-literature