Structure and thermal stability of phosphorus-iodonium ylids

Andrew Greener; Stephen P Argent; Coby J Clarke; Miriam L O'Duill

doi:10.3762/bjoc.20.245

Structure and thermal stability of phosphorus-iodonium ylids

Beilstein J Org Chem. 2024 Nov 14:20:2931-2939. doi: 10.3762/bjoc.20.245. eCollection 2024.

Authors

Andrew Greener¹, Stephen P Argent¹, Coby J Clarke¹, Miriam L O'Duill¹

Affiliation

¹ School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK.

Abstract

Hypervalent iodine(III) reagents have become indispensable tools in organic synthesis, but gaps remain in the functionalities they can transfer. In this study, a fundamental understanding of the thermal stability of phosphorus-iodonium ylids is obtained through X-ray diffraction, differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Insights into the structural factors affecting thermal stability and potential decomposition pathways will enable the future design and development of new reagents.

Keywords: hypervalent iodine; reagent development; structural analysis; thermal stability; thermogravimetric analysis.

Grants and funding

The authors gratefully acknowledge financial support from UKRI / EPSRC (New Investigator Award EP/W00934X/1 to MOD), the Royal Society (research equipment grant RGS\R2\212144 to MOD) and the University of Nottingham (Ph.D. studentship for AG).