Alkyne-Localized Strain Engineering toward Next-Generation High-Reactivity Bridged Cyclooc

A defined series of bridged cyclooctyne structures analyzed using high-level DLPNO–CCSD(T) calculations for Strain-Promoted Azide–Alkyne Cycloaddition (SPAAC). The dataset, authored by Abdulkader Baroudi and last updated in June 2026, identifies architectures with reduced activation barriers and correlates reactivity with alkyne-localized distortion. Results establish alkyne bond angles as a predictor of reactivity and examine effects of heteroatom substitutions.

Use Cases

• Train machine learning models to predict SPAAC activation barriers based on molecular geometry features mentioned in the description.
• Benchmark new computational chemistry methods against high-level DLPNO–CCSD(T) calculations for cyclooctyne systems.
• Identify novel bridged cyclooctyne scaffolds for experimental synthesis based on predicted alkyne-localized strain.
• Analyze the relationship between bridge topology and alkyne distortion for molecular design principles.

Strengths

• Dataset is based on high-level DLPNO–CCSD(T) calculations, a precise computational method.
• Findings show a strong correlation (R² = 0.95) between average alkyne bond angle and reactivity.
• Analysis includes a defined series of bridged systems and extension to heteroatom-substituted variants (N, O, S, P, Si).

Limitations

• Row count is unknown, which may limit suitability assessment.
• Column-level documentation is absent; field semantics must be inferred after download.
• The dataset is very small at 129.0 KB, indicating limited scope.

Provenance

Source

figshare

Collection Method

Computational modeling using DLPNO–CCSD(T) calculations.

Freshness

Last updated 2026-06-01 17:34:39; freshness should be verified.