Selective strain-promoted reactivity of a fluorene-derived [6]cycloparaphenyleneacetylene carbon nanohoop

The modular synthesis of a fluorene-based nanohoop containing six strained alkynes is described herein. We demonstrate its scalability using alkyne metathesis as the macrocyclization method and its reactivity with azides using strain-promoted azide-alkyne cycloaddition. The nanohoop undergoes two cycloadditions selectively on two oppositely located alkynes on the macrocyclic backbone.

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Publication Details

Journal
Chemical Communications
Published
2025-11-24
DOI
https://doi.org/10.1039/d5cc05493a
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
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article

Selective strain-promoted reactivity of a fluorene-derived [6]cycloparaphenyleneacetylene carbon nanohoop

Said Jalife, Semin Lee, Judy I-Chia Wu, Frank Rolf Fronczek et al.
Chemical Communications
Synthesis and Properties of Aromatic Compounds
article

Selective strain-promoted reactivity of a fluorene-derived [6]cycloparaphenyleneacetylene carbon nanohoop

Said Jalife, Semin Lee, Judy I-Chia Wu, Frank Rolf Fronczek, Robert J. Herman, M. F. Stewart, M. S. Khan, Sheila W. Njoroge, Sajila Riman Tanha, Abigail G LeBlanc
article en

Abstract

The modular synthesis of a fluorene-based nanohoop containing six strained alkynes is described herein. We demonstrate its scalability using alkyne metathesis as the macrocyclization method and its reactivity with azides using strain-promoted azide-alkyne cycloaddition. The nanohoop undergoes two cycloadditions selectively on two oppositely located alkynes on the macrocyclic backbone.

Chemical CommunicationsVol. 62(1)
Louisiana State University (US), University of Houston (US)
Openalex Percentile: Top 71%
Synthesis and Properties of Aromatic Compounds
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Selective strain-promoted reactivity of a fluorene-derived [6]cycloparaphenyleneacetylene carbon nanohoop — Said Jalife, Semin Lee, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS