Gaining Molecular Complexity in the Flatland: Colorful peri -Fused N -Bridged Hexacycles by a Two-Step Route from Cyclopropenones, 2-Picolines, and Naphthoquinones

Ilya V. Nechaev; G. V. CHERKAEV

doi:10.1021/acs.joc.6c00132

June 2, 2026The Journal of Organic Chemistry

Gaining Molecular Complexity in the Flatland: Colorful peri -Fused N -Bridged Hexacycles by a Two-Step Route from Cyclopropenones, 2-Picolines, and Naphthoquinones

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Key Points

This research aims to develop a method for synthesizing colorful peri-fused N-bridged hexacycles and to explore their supramolecular interactions.
Synthesized hexacycles using a two-step route from cyclopropenones and 2-picolines.
Characterization performed by UV/vis, mass spectrometry, and 1D/2D NMR spectroscopy.
Signal assignments confirmed the respective structures of the synthesized compounds.
The synthesized products displayed bright colors and exhibited properties related to aggregation.
Characterization techniques confirmed the alignment of signal assignments with the proposed molecular structures.
Supramolecular interactions were suggested based on the ability of the systems to aggregate.

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Implication

Synthesis shows potential for supramolecular interactions in colorful hexacycles, indicating versatility in design.

Abstract

-fused systems have the ability for aggregation, suggesting a tendency toward supramolecular interactions. The synthesized brightly colored products were studied by UV/vis, MS, and 1D/2D NMR spectroscopy, and the signal assignments were in full correspondence with the structures reported here.

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Nechaev et al. (2026) studied this question.

synapsesocial.com/papers/6a22672f763171746d545e61 https://doi.org/10.1021/acs.joc.6c00132

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Gaining Molecular Complexity in the Flatland: Colorful peri -Fused N -Bridged Hexacycles by a Two-Step Route from Cyclopropenones, 2-Picolines, and Naphthoquinones

Key Points

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Implication

Abstract

Discussion

Cite This Study

Gaining Molecular Complexity in the Flatland: Colorful peri -Fused N -Bridged Hexacycles by a Two-Step Route from Cyclopropenones, 2-Picolines, and Naphthoquinones

Key Points

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Implication

Abstract

Discussion

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