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Updated: Jun 16, 2026

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization
Published on: November 29, 2018
Synthesis of Highly Luminescent Chiral Macrocyclic Molecular Carbon Imides
Ruiguo Wang1, Peng-Yao Shen1, Libo Jing1
1College of Chemistry, State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Nankai University, Tianjin 300071, China.
Abstract:
We report the synthesis of racemic macrocyclic molecular carbon imides, (±)-C[2]BNDI and (±)-C[3]BNDI, using 1,1'-bi(naphthyl-4,5-dicarboximides) (BNDI) as a building block. Single-crystal analysis revealed a twisted saddle-shaped π-framework for (±)-C[2]BNDI. Both macrocycles exhibit strong emission, with (±)-C[2]BNDI showing strong fluorescence (quantum yield = 100%) in nonpolar solvents. After chiral resolution, enantiopure (+)- and (-)-C[2]BNDI is found to exhibit a |glum| value of 3.3 × 10-3 and a high CPL brightness of 63.9 M-1cm-1. This study introduces a new class of chiral conjugated macrocycles with outstanding luminescent and chiroptical properties, offering promising opportunities for future applications in photonic and optoelectronic materials.
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