Non-innocent P-centers in nonbenzenoid polycyclic aromatic molecules with tunable structures and properties.

ABSTRACT: Implanting heteroatoms into polycyclic aromatic molecules (PAMs) offers a great opportunity to fine-tune their optoelectronic properties. Herein, we report a new type of nonbenzenoid PAM in which the sp² C atoms are replaced by S and P in the azulene moiety. The synthesis harnessed modular P-chemistry and cyclization chemistry, which afforded the first example of P-azulene-based PAMs with isomeric PN- and PC-type structures. Photophysical and theoretical studies revealed that the P-environments have strong impacts on the structures and properties of the P-PAMs. Different from the electronic structure of azulene with strong π conjugation, the PC derivatives maintained effective σ*-π* hyperconjugation in the frontier molecular orbitals via the P-centers. In particular, the

SUBMITTER: Li C 

PROVIDER: S-EPMC11495496 | biostudies-literature | 2024 Oct

REPOSITORIES: biostudies-literature