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Synthesis of Highly Functionalized Bismacycles via Post-Transmetallation Modification of Arylboronic Acids (2023)
Journal Article
Sivanandan, S. T., Owen, B., Guiry, P. J., & Ball, L. T. (2023). Synthesis of Highly Functionalized Bismacycles via Post-Transmetallation Modification of Arylboronic Acids. Journal of Organic Chemistry, 88(14), 9730–9736. https://doi.org/10.1021/acs.joc.3c00361

Bismacycles featuring a sulfone-bridged scaffold have recently been developed as versatile and convenient electrophilic arylating agents. Here, we report that the exocyclic aryl group, which is ultimately transferred to a nucleophilic coupling partne... Read More about Synthesis of Highly Functionalized Bismacycles via Post-Transmetallation Modification of Arylboronic Acids.

Synthesis of Highly Functionalized Bismacycles via Post-Transmetallation Modification of Aryboronic Acids (2023)
Journal Article
Sivanandan, S. T., Guiry, P. J., Owen, B., & Ball, L. (2023). Synthesis of Highly Functionalized Bismacycles via Post-Transmetallation Modification of Aryboronic Acids. Journal of Organic Chemistry, 88(14), 9730-9736. https://doi.org/10.1021/acs.joc.3c00361

Bismacycles featuring a sulfone-bridged scaffold have recently been developed as versatile and convenient electrophilic arylating agents. Here, we report that the exocyclic aryl group, which is ultimately transferred to a nucleophilic coupling partne... Read More about Synthesis of Highly Functionalized Bismacycles via Post-Transmetallation Modification of Aryboronic Acids.

Photochemically Mediated Ring Expansion of Indoles and Pyrroles with Chlorodiazirines: Synthetic Methodology and Thermal Hazard Assessment (2023)
Journal Article
Joynson, B. W., Cumming, G. R., & Ball, L. T. (2023). Photochemically Mediated Ring Expansion of Indoles and Pyrroles with Chlorodiazirines: Synthetic Methodology and Thermal Hazard Assessment. Angewandte Chemie International Edition, 62(31), Article e202305081. https://doi.org/10.1002/anie.202305081

We demonstrate that arylchlorodiazirines serve as photo-activated halocarbene precursors for the selective one-carbon ring expansion of N-substituted pyrroles and indoles to the corresponding pyridinium and quinolinium salts. Preliminary investigatio... Read More about Photochemically Mediated Ring Expansion of Indoles and Pyrroles with Chlorodiazirines: Synthetic Methodology and Thermal Hazard Assessment.

Coaxial Dielectric Spectroscopy as an In-Line Process Analytical Technique for Reaction Monitoring (2023)
Journal Article
Dalligos, D. M., Pilling, M. J., Dimitrakis, G., & Ball, L. T. (2023). Coaxial Dielectric Spectroscopy as an In-Line Process Analytical Technique for Reaction Monitoring. Organic Process Research and Development, 27(6), 1094-1103. https://doi.org/10.1021/acs.oprd.3c00081

The suitability of broadband dielectric spectroscopy (DS) as a tool for in-line (in situ) reaction monitoring is demonstrated. Using the esterification of 4-nitrophenol as a test-case, we show that multivariate analysis of time-resolved DS data – col... Read More about Coaxial Dielectric Spectroscopy as an In-Line Process Analytical Technique for Reaction Monitoring.

Skeletal Editing: Interconversion of Arenes and Heteroarenes (2023)
Journal Article
Joynson, B. W., & Ball, L. T. (2023). Skeletal Editing: Interconversion of Arenes and Heteroarenes. Helvetica Chimica Acta, 106(3), Article e202200182. https://doi.org/10.1002/hlca.202200182

Skeletal editing involves making specific point-changes to the core of a molecule through the selective insertion, deletion or exchange of atoms. It thus represents a potentially powerful strategy for the step-economic modification of complex substra... Read More about Skeletal Editing: Interconversion of Arenes and Heteroarenes.