Photocatalytic Divergent Skeletal Remodeling through Strain Release: Modular Access to Carbocycles and Heterocycles
Abstract
Deconstructive skeletal remodeling of three-dimensional architectures offered a unique strategy to access structurally distinct carbocyclic and heterocyclic frameworks. A common, highly strained central σ-bond enabled two divergent skeletal-reorganization pathways, providing direct access to 1,3-disubstituted naphthalenes and pyrroles. A subtle change in reaction environment dictates divergent product formation during this photocatalytic double-strain-release skeletal-remodeling process. Under rigorously anhydrous conditions, skeletal reorganization furnishes carbocycles, whereas the addition of water redirects the reaction pathway toward heterocycle formation. The method accommodates a wide range of functional groups and substitution patterns. Mechanistic studies show that both pathways proceed through a common electron-transfer manifold and shared reactive intermediate. A delicate change in reaction conditions then leads to distinct aza-diene intermediates, driving divergent, regioselective outcomes.
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BibTeX
@misc{paul2026photocatalytic,
title = {{Photocatalytic Divergent Skeletal Remodeling through Strain Release: Modular Access to Carbocycles and Heterocycles}},
author = {Braja Kishor Paul and Malekul Islam and Fadil Faizal Mannighayil and Suman De De Sarkar},
howpublished = {ChemRxiv},
year = {2026},
month = oct,
doi = {10.26434/chemrxiv.15010349/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010349/v1},
note = {CC BY-NC-ND},
}
RIS
TY - UNPB
TI - Photocatalytic Divergent Skeletal Remodeling through Strain Release: Modular Access to Carbocycles and Heterocycles
AU - Braja Kishor Paul
AU - Malekul Islam
AU - Fadil Faizal Mannighayil
AU - Suman De De Sarkar
PY - 2026
DA - 2026/10/13
PB - ChemRxiv
DO - 10.26434/chemrxiv.15010349/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010349/v1
AB - Deconstructive skeletal remodeling of three-dimensional architectures offered a unique strategy to access structurally distinct carbocyclic and heterocyclic frameworks. A common, highly strained central σ-bond enabled two divergent skeletal-reorganization pathways, providing direct access to 1,3-disubstituted naphthalenes and pyrroles. A subtle change in reaction environment dictates divergent product formation during this photocatalytic double-strain-release skeletal-remodeling process. Under rigorously anhydrous conditions, skeletal reorganization furnishes carbocycles, whereas the addition of water redirects the reaction pathway toward heterocycle formation. The method accommodates a wide range of functional groups and substitution patterns. Mechanistic studies show that both pathways proceed through a common electron-transfer manifold and shared reactive intermediate. A delicate change in reaction conditions then leads to distinct aza-diene intermediates, driving divergent, regioselective outcomes.
ER -