Spiro-fused dibenzo[g,p]chrysene: annulative π-extension (APEX) synthesis and properties

Abstract

Employing spirophenanthrenes and phenanthrenone as template arenes for annulative π-extension (APEX), we synthesized a series of spiro-fused dibenzo[g,p]chrysenes (DBCs) in high yields. Experimental and theoretical investigations highlight the distinct advantages of spiro-DBCs, including characteristic fluorescence properties (412 nm) and enhanced thermal stability. This study provides insights into the electronic structure and potential applications of spiro-DBCs in organic functional materials.

Graphical abstract: Spiro-fused dibenzo[g,p]chrysene: annulative π-extension (APEX) synthesis and properties

Supplementary files

Article information

Article type
Research Article
Submitted
08 Nov 2024
Accepted
28 Jan 2025
First published
29 Jan 2025

Org. Chem. Front., 2025, Advance Article

Spiro-fused dibenzo[g,p]chrysene: annulative π-extension (APEX) synthesis and properties

K. Song, Y. Zhang, S. Wu, S. Yang, S. Wei, S. Chen, H. Ito, K. Itami and Y. Li, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D4QO02104E

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