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Structure and thermal stability of phosphorus-iodonium ylids (2024)
Journal Article
Greener, A., Argent, S. P., Clarke, C. J., & O’Duill, M. L. (2024). Structure and thermal stability of phosphorus-iodonium ylids. Beilstein Journal of Organic Chemistry, 20, 2931-2939. https://doi.org/10.3762/bjoc.20.245

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 obta... Read More about Structure and thermal stability of phosphorus-iodonium ylids.

Synthesis of the Bulky Phosphanide [P(SiiPr3)2]− and Its Stabilization of Low-Coordinate Group 12 Complexes (2024)
Journal Article
Churchill, O. P., Dase, A., Taylor, L. J., Argent, S. P., Coles, N. T., Walker, G. S., & Kays, D. L. (2024). Synthesis of the Bulky Phosphanide [P(SiiPr3)2]− and Its Stabilization of Low-Coordinate Group 12 Complexes. Inorganic Chemistry, 63(43), 20286-20294. https://doi.org/10.1021/acs.inorgchem.4c03134

Here, we report an improved synthesis of the bulky phosphanide anion [P(SiiPr3)2]− in synthetically useful yields and its complexation to group 12 metals. The ligand is obtained as the sodium salt NaP(SiiPr3)2 1 in a 42% isolated yield and a single s... Read More about Synthesis of the Bulky Phosphanide [P(SiiPr3)2]− and Its Stabilization of Low-Coordinate Group 12 Complexes.

Structural Transformations of Metal-Organic Cages through Tetrazine-Alkene Reactivity (2024)
Journal Article
Black, M. R., Bhattacharyya, S., Argent, S. P., & Pilgrim, B. S. (2024). Structural Transformations of Metal-Organic Cages through Tetrazine-Alkene Reactivity. Journal of the American Chemical Society, 146(41), 28233-28241. https://doi.org/10.1021/jacs.4c08591

The assembly of metal-organic cages is governed by metal ion coordination preferences and the geometries of the typically rigid and planar precursor ligands. PdnL2n cages are among the most structurally diverse, with subtle differences in the metal-l... Read More about Structural Transformations of Metal-Organic Cages through Tetrazine-Alkene Reactivity.

Structure and thermal stability of phosphorus-iodonium ylids (2024)
Preprint / Working Paper
Greener, A., P. Argent, S., Clarke, C., & L. O'Duill, M. Structure and thermal stability of phosphorus-iodonium ylids

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 obtai... Read More about Structure and thermal stability of phosphorus-iodonium ylids.

Organofunctionalized borotungstate polyoxometalates as tunable photocatalysts for oxidative dimerization of amines (2024)
Journal Article
Tsang, N., Kibler, A. J., Argent, S. P., Lam, H. W., Jones, K. D., & Newton, G. N. (2024). Organofunctionalized borotungstate polyoxometalates as tunable photocatalysts for oxidative dimerization of amines. Chemical Science, 15(36), 14685-14691. https://doi.org/10.1039/d4sc03534h

Organofunctionalized borotungstate Keggin polyoxometalates, (nBu4N)3H[HBW11O39(P(O)Ph)2] (PBW11), (nBu4N)3H[HBW11O39(As(O)Ph)2] (AsBW11), and (nBu4N)4[HBW11O39(PhSiOSiPh)] (SiBW11), were synthesized and structurally characterized. Cyclic voltammetry... Read More about Organofunctionalized borotungstate polyoxometalates as tunable photocatalysts for oxidative dimerization of amines.

2,2‐Difluoroethylation of Heteroatom Nucleophiles via a Hypervalent Iodine Strategy (2024)
Journal Article
Das, S., McIvor, C., Greener, A., Suwita, C., Argent, S. P., & O'Duill, M. L. (2024). 2,2‐Difluoroethylation of Heteroatom Nucleophiles via a Hypervalent Iodine Strategy. Angewandte Chemie International Edition, 63(40), Article e202410954. https://doi.org/10.1002/anie.202410954

The 2,2-difluoroethyl group is an important lipophilic hydrogen bond donor in medicinal chemistry, but its incorporation into small molecules is often challenging. Herein, we demonstrate electrophilic 2,2-difluoroethylation of thiol, amine and alcoho... Read More about 2,2‐Difluoroethylation of Heteroatom Nucleophiles via a Hypervalent Iodine Strategy.

Controlling Noncollinear Ferromagnetism in van der Waals Metal-Organic Magnets (2024)
Journal Article
Pitcairn, J., Ongkiko, M. A., Iliceto, A., Speakman, P. J., Calder, S., Cochran, M. J., Paddison, J. A., Liu, C., Argent, S. P., Morris, A. J., & Cliffe, M. J. (2024). Controlling Noncollinear Ferromagnetism in van der Waals Metal-Organic Magnets. Journal of the American Chemical Society, 146(28), 19146–19159. https://doi.org/10.1021/jacs.4c04102

Van der Waals (vdW) magnets both allow exploration of fundamental 2D physics and offer a route toward exploiting magnetism in next generation information technology, but vdW magnets with complex, noncollinear spin textures are currently rare. We repo... Read More about Controlling Noncollinear Ferromagnetism in van der Waals Metal-Organic Magnets.

Benzene-1,2,4,5-tetrol (2024)
Journal Article
Weare, B. L., Hoggett, S., Cull, W. J., Argent, S. P., Khlobystov, A. N., & Brown, P. D. (2024). Benzene-1,2,4,5-tetrol. IUCrData, 9(6), Article x240612. https://doi.org/10.1107/S2414314624006126

The crystal structure of the title compound was determined at 120 K. It crystallizes in the triclinic space group P\overline{1} with four independent molecules in the asymmetric unit. In the crystal, each symmetry-unique molecule forms π–π stacks on... Read More about Benzene-1,2,4,5-tetrol.

Total synthesis, biological evaluation and biosynthetic re-evaluation of Illicium-derived neolignans (2024)
Journal Article
Arnold, R. E., Saska, J., Mesquita-Ribeiro, R., Dajas-Bailador, F., Taylor, L., Lewis, W., Argent, S., Shao, H., Houk, K. N., & Denton, R. M. (2024). Total synthesis, biological evaluation and biosynthetic re-evaluation of Illicium-derived neolignans. Chemical Science, 15(30), 11783-11793. https://doi.org/10.1039/d4sc03232b

We report the first total syntheses of simonsol F (3), simonsinol (5), fargenin (4), and macranthol (6) in addition to syntheses of simonsol C (2), simonsol G (1), and honokiol (14). The syntheses are based upon a phosphonium ylide-mediated cascade r... Read More about Total synthesis, biological evaluation and biosynthetic re-evaluation of Illicium-derived neolignans.

2,2-Difluoroethylation of heteroatom nucleophiles via a hypervalent iodine strategy (2024)
Preprint / Working Paper
Das, S., McIvor, C., Greener, A., Suwita, C., Argent, S., & O'Duill, M. 2,2-Difluoroethylation of heteroatom nucleophiles via a hypervalent iodine strategy

The 2,2-difluoroethyl group is an important lipophilic hydrogen bond donor in medicinal chemistry, but its incorporation into small molecules is often challenging. Herein, we demonstrate electrophilic 2,2 difluoroethylation of thiol, amine and alcoho... Read More about 2,2-Difluoroethylation of heteroatom nucleophiles via a hypervalent iodine strategy.