Belding Labs: Molecular-Scale Control


Publications

 

21) Semenov, S. N.; Belding, L.; Cafferty, B.; Mousavi, M. P. S.; Finogenova, A.; Cruz, R.; Skorb, E. K.; Whitesides, G. M. Autocatalytic Cycles in a Copper-Catalyzed Azide-Alkyne Cycloaddition Reaction.  J. Am. Chem. Soc. 2018,  140, 10221-20232.

 

20) Belding, L.;Zaretsky, S.; Yudin, A. K.; Dudding, T. A Mechanistic Model for the Aziridine Aldehyde-driven Macrocyclization of Peptides. J. Org. Chem. 201883, 9119-9124.

 

19) Belding, L.; Guest, M.; Le Sueur, R.; Dudding, T. Fluorescence of Cyclopropenium Ion Derivatives. J. Org. Chem. 201883, 6489-6497.

 

18) Rothemund, P.; Ainla, A.; Belding, L.; Preston, D.; Kurihara, S.; Suo, Z.; Whitesides, G. M. A Soft, Bistable Valve for Autonomous Control of Soft Actuators. – Science Robotics. 2018 6, eaar7986.

 

17) Belding, L.; Baytekin, B.; Baytekin, H. T.; Rothemund, P.; Verma, M. S.; Nemiroski, A.; Sameoto, Dan,; Grzybowski, B. A.; Whitesides, G. M. Slit Tubes for Semi-Soft Pneumatic Actuators. Adv. Mater. 201830, 1704446. 

 

16) Heine, N. B.; Kaldas, S. J.; Belding, L.; Shmatova, O.; Dudding, T.; Nenajdenko, V. G.; Studer, A.; Yudin, A. K. Synthesis of Chiral Piperazinones Using Amphoteric Aziridine Aldehyde Dimers and Functionalized Isocyanides. J. Org. Chem. 2016, 81, 5209-5216.

 

15) Chu, T.; Belding, L.; Poddutoori, P. K.; van der Est, A.; Dudding, T.; Korobkov, I; Nikonov, G. I. Unique molecular geometries of reduced 4- and 5-coordinate zinc complexes stabilized by diiminopyridine ligand. Dalton Trans. 2016, 45, 13440-13448.

 

14) Belding, L.; Stoyanov, P.; Dudding, T. Phase-Transfer Catalysis via a Proton Sponge: A Bifunctional Role for Bis-Cyclopropenimine. J. Org. Chem. 2016, 81, 553-558. 

 

13) Belding, L.; Stoyanov, P.; Dudding, T. Synthesis, Theoretical Analysis, and Experimental pKa Determination of a Fluorescent, Nonsymmetric, In–Out Proton Sponge. J. Org. Chem. 2016, 81, 6-13.  *Featured article, cover of the January 2016 issue

 

12) Belding, L.; Taimoory, S. M.; Dudding, T. Mirroring Enzymes: The Role of Hydrogen Bonding in an Asymmetric Organocatalyzed Aza Henry Reaction - a DFT Study. ACS Catal. 20145, 343-349. 

 

11) Belding, L.; Zaretsky, S.; Rotstein, B. H.; Yudin, A. K.; Dudding, T. Shifting the Energy Landscape of Multicomponent Reactions Using Aziridine Aldehyde Dimers: A Mechanistic Study. J. Org. Chem. 201479, 9469-9471. 

 

10) Henry, C. E.; Xu, Q.; Chio Fan, Y.; Martin, T. J.; Belding, L.; Dudding, T.; Kwon, O. Hydroxyproline-Derived Pseudoenantiomeric [2.2.1] Bicyclic Phosphines: Asymmetric Synthesis of (+)- and (-)-Pyrrolines. J. Am. Chem. Soc. 2014136, 11890-11893. 

 

9) Chu, T.; Belding, L.; van der Est, A.; Dudding, T.; Korobvoc, I.; Nikonov, G. A Coordination Compound of Ge0 Stabilized by a Diiminopyridine Ligand. Angew. Chimie Int. Ed. 201453, 2711-2715. 

 

8) Belding, L.; Dudding, T. Synthesis and Theoretical Investigation of a 1,8-Bis(bis(diisopropylamino)cyclopropeniminyl)naphthalene Proton Sponge Derivative. Chem. Eur. J. 201420, 1032-1037. 

 

7) Belding, L.; Chemler, S. R.; Dudding, T. A Computational Study of the Copper(II)-Catalyzed Enantioselective Intramolecular Aminooxygenation of Alkenes. J. Org. Chem. 201378, 10288-10297 . 

 

6) Metallinos, C.; John, J.; Nelson, J.; Dudding, T.; Belding, L. Reversal of Stereoselectivity in Lithiation of Ferrocenyl-imidazolones: Epimeric Substrates lead to Planar Chiral Enantiomers. Adv. Synth. Catal. 2013335, 1211-1219.

 

5) Trant, J. F.; Belding, L.; Dudding, T.; Hudlicky, T. The application of D-Chiro-inositol as a chiral template for the Diels-Alder reaction. Helvetica Chimica Acta. 201295, 2026-2035. 

 

4) Wells, G. M.; Dudding, T.; Belding, L.; Frick, A. J.; Nayek, A.; Huang, J.; Katz, S. J; Bergmeier, S. C. Studies on the ring opening reactions of 3-oxa-1-azabicyclo[3.1.0]hexan-2-ones. Synthesis of aminomethyl oxazolidinones and aziridinyl ureas. Tetrahedron 201268, 3980-3987. 

 

3) Paderes, M. C.; Belding, L.; Fonovic, B.; Dudding, T.; Keister, J. B; Chemler, S. R. Evidence for alkene cis-aminocupration, an aminooxygenation case study: Kinetics, EPR spectroscopy and DFT calculations. Chem. - Eur. J.201118, 1711-1726. 

 

2) Cho, I.; Meimetis, L.; Belding, L.; M. J. Katz; Dudding, T.; Britton, R. Directed ortho,ortho'-dimetalation of hydrobenzoin: Rapid access to hydrobenzoin derivatives useful for asymmetric synthesis. Beilstein J. Org. Chem. 20117, 1315-1322. 

 

1) Erb, J.; Paull, D. H.; Dudding, T.; Belding, L.; Lectka, T. From bifunctional to trifunctional (tricomponent nucleophile-transition metal-Lewis acid) catalysis: The catalytic, enantioselective a-fluorination of acid chlorides. J. Am. Chem. Soc. 2011133, 7536-7546. 

 

Patents

U.S. 62/607,509: A Soft Valve for Autonomous Control of Soft Actuators. 

U.S. 62/578,722: Slit Tubes for Semi-Soft Pneumatic Actuators. 

 

Highlights, acknowledgements, and news coverage

Highlight: Budrikis, Z., Making the switch. Nature Reviews Materials 2018.

Acknowledgement: Whitesides, G. M. Soft Robotics. Angew. Chem. Int. Ed. 201857, 2-18. 

Acknowledgement: Whitesides, G. M. Complex Organic Synthesis: Structure, Properties, and/or Function? Isr. J. Chem. 201858, 142-150. 

Highlight in ChemInform Abstracts: Belding, L.; Stoyanov, P.; Dudding, T. Phase-Transfer Catalysis via a Proton Sponge: A Bifunctional Role for Bis-Cyclopropenimine. J. Org. Chem. 2016, 81, 553-558. 

Highlight in ChemInform Abstracts: Heine, N. B.; Kaldas, S. J.; Belding, L.; Shmatova, O.; Dudding, T.; Nenajdenko, V. G.; Studer, A.; Yudin, A. K. Synthesis of Chiral Piperazinones Using Amphoteric Aziridine Aldehyde Dimers and Functionalized Isocyanides. J. Org. Chem. 2016, 81, 5209-5216.

Highlight in ChemInform Abstracts: Henry, C. E.; Xu, Q.; Chio Fan, Y.; Martin, T. J.; Belding, L.; Dudding, T.; Kwon, O. Hydroxyproline-Derived Pseudoenantiomeric [2.2.1] Bicyclic Phosphines: Asymmetric Synthesis of (+)- and (-)-Pyrrolines. J. Am. Chem. Soc. 2014136, 11890-11893. 

Highlight in ChemInform Abstracts: Wells, G. M.; Dudding, T.; Belding, L.; Frick, A. J.; Nayek, A.; Huang, J.; Katz, S. J; Bergmeier, S. C. Studies on the ring opening reactions of 3-oxa-1-azabicyclo[3.1.0]hexan-2-ones. Synthesis of aminomethyl oxazolidinones and aziridinyl ureas. Tetrahedron 201268, 3980-3987. 

Highlight in ChemInform Abstracts: Erb, J.; Paull, D. H.; Dudding, T.; Belding, L.; Lectka, T. From bifunctional to trifunctional (tricomponent nucleophile-transition metal-Lewis acid) catalysis: The catalytic, enantioselective a-fluorination of acid chlorides. J. Am. Chem. Soc. 2011133, 7536-7546.