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Diazophosphonates: Effective Surrogates for Diazoalkanes in Pyrazole Synthesis (2021)
Journal Article
Ruffell, K., Smith, F. R., Green, M. T., Nicolle, S. M., Inman, M., Lewis, W., …Moody, C. J. (2021). Diazophosphonates: Effective Surrogates for Diazoalkanes in Pyrazole Synthesis. Chemistry - A European Journal, 27(55), 13703-13708. https://doi.org/10.1002/chem.202101788

Diazophosphonates, readily prepared from -ketophosphonates by oxidation of the corresponding hydrazones in batch or in flow, are useful partners in 1,3-dipolar cycloaddition reactions to alkynes to give N-H pyrazoles, including the first intramolecu... Read More about Diazophosphonates: Effective Surrogates for Diazoalkanes in Pyrazole Synthesis.

Multivalent Crown Ether Receptors Enable Allosteric Regulation of Anion Exchange in an Fe4L6 Tetrahedron (2018)
Journal Article
von Krbek, L. K. S., Roberts, D. A., Pilgrim, B. S., Schalley, C. A., & Nitschke, J. R. (2018). Multivalent Crown Ether Receptors Enable Allosteric Regulation of Anion Exchange in an Fe4L6 Tetrahedron. Angewandte Chemie International Edition, 57(43), 14121-14124. https://doi.org/10.1002/anie.201808534

We report a strategy for regulating the rate of internally bound anion exchange within an Fe4L6 metal–organic tetrahedron through external coordination of tripodal tris(alkylammonium) cations. The cage features three flexible 18‐crown‐6 receptors at... Read More about Multivalent Crown Ether Receptors Enable Allosteric Regulation of Anion Exchange in an Fe4L6 Tetrahedron.

Covalent Post-assembly Modification Triggers Multiple Structural Transformations of a Tetrazine-Edged Fe4L6 Tetrahedron (2018)
Journal Article
Roberts, D. A., Pilgrim, B. S., Sirvinskaite, G., Ronson, T. K., & Nitschke, J. R. (2018). Covalent Post-assembly Modification Triggers Multiple Structural Transformations of a Tetrazine-Edged Fe4L6 Tetrahedron. Journal of the American Chemical Society, 140(30), 9616-9623. https://doi.org/10.1021/jacs.8b05082

Covalent post-assembly modification (PAM) reactions are useful synthetic tools for functionalizing and stabilizing self-assembled metal–organic complexes. Recently, PAM reactions have also been explored as stimuli for triggering supramolecular struct... Read More about Covalent Post-assembly Modification Triggers Multiple Structural Transformations of a Tetrazine-Edged Fe4L6 Tetrahedron.

Signal transduction in a covalent post-assembly modification cascade (2017)
Journal Article
Pilgrim, B. S., Roberts, D. A., Lohr, T. G., Ronson, T. K., & Nitschke, J. R. (2017). Signal transduction in a covalent post-assembly modification cascade. Nature Chemistry, 9(12), 1276-1281. https://doi.org/10.1038/nchem.2839

Natural reaction cascades control the movement of biomolecules between cellular compartments. Inspired by these systems, we report a synthetic reaction cascade employing post-assembly modification reactions to direct the partitioning of supramolecula... Read More about Signal transduction in a covalent post-assembly modification cascade.

Pathway-Dependent Post-assembly Modification of an Anthracene-Edged MII4L6 Tetrahedron (2016)
Journal Article
Ronson, T. K., Pilgrim, B. S., & Nitschke, J. R. (2016). Pathway-Dependent Post-assembly Modification of an Anthracene-Edged MII4L6 Tetrahedron. Journal of the American Chemical Society, 138(33), 10417-10420. https://doi.org/10.1021/jacs.6b06710

FeII4L6 tetrahedral cage 1 undergoes post-assembly modification (PAM) via a Diels–Alder cycloaddition of the anthracene panels of the cage with tetracyanoethylene (TCNE). The modified cage 2 possesses an enclosed cavity suitable for encapsulation of... Read More about Pathway-Dependent Post-assembly Modification of an Anthracene-Edged MII4L6 Tetrahedron.

Perfluorinated Ligands Induce Meridional Metal Stereochemistry to Generate M8L12, M10L15, and M12L18 Prisms (2016)
Journal Article
Kieffer, M., Pilgrim, B. S., Ronson, T. K., Roberts, D. A., Aleksanyan, M., & Nitschke, J. R. (2016). Perfluorinated Ligands Induce Meridional Metal Stereochemistry to Generate M8L12, M10L15, and M12L18 Prisms. Journal of the American Chemical Society, 138(21), 6813-6821. https://doi.org/10.1021/jacs.6b02445

FeII4L6 tetrahedral cage 1 undergoes post-assembly modification (PAM) via a Diels–Alder cycloaddition of the anthracene panels of the cage with tetracyanoethylene (TCNE). The modified cage 2 possesses an enclosed cavity suitable for encapsulation of... Read More about Perfluorinated Ligands Induce Meridional Metal Stereochemistry to Generate M8L12, M10L15, and M12L18 Prisms.

Post-assembly Modification of Tetrazine-Edged FeII4L6 Tetrahedra (2015)
Journal Article
Roberts, D. A., Pilgrim, B. S., Cooper, J. D., Ronson, T. K., Zarra, S., & Nitschke, J. R. (2015). Post-assembly Modification of Tetrazine-Edged FeII4L6 Tetrahedra. Journal of the American Chemical Society, 137(32), 10068-10071. https://doi.org/10.1021/jacs.5b05080

Post-assembly modification (PAM) is a powerful tool for the modular functionalization of self-assembled structures. We report a new family of tetrazine-edged FeII4L6 tetrahedral cages, prepared using different aniline subcomponents, which undergo rap... Read More about Post-assembly Modification of Tetrazine-Edged FeII4L6 Tetrahedra.

Short and Efficient Syntheses of Protoberberine Alkaloids using Palladium-Catalyzed Enolate Arylation (2014)
Journal Article
Gatland, A. E., Pilgrim, B. S., Procopiou, P. A., & Donohoe, T. J. (2014). Short and Efficient Syntheses of Protoberberine Alkaloids using Palladium-Catalyzed Enolate Arylation. Angewandte Chemie International Edition, 53(52), 14555-14558. https://doi.org/10.1002/anie.201409164

A concise synthesis of the biologically active alkaloid berberine is reported, and a versatile palladium‐catalyzed enolate arylation is used to form the isoquinoline core. The overall yield of 50 % is a large improvement over the single, previous syn... Read More about Short and Efficient Syntheses of Protoberberine Alkaloids using Palladium-Catalyzed Enolate Arylation.