- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Synthesis and Catalytic Reactions
- Radical Photochemical Reactions
- Catalytic C–H Functionalization Methods
- Synthetic Organic Chemistry Methods
- Asymmetric Hydrogenation and Catalysis
- Chemical Synthesis and Analysis
- Inorganic Chemistry and Materials
- Organometallic Complex Synthesis and Catalysis
- Carbon dioxide utilization in catalysis
- Crystallography and molecular interactions
- Hydrogen Storage and Materials
- Catalytic Processes in Materials Science
- Fuel Cells and Related Materials
- Graphene research and applications
- Nuclear reactor physics and engineering
- Carbon Nanotubes in Composites
- Boron and Carbon Nanomaterials Research
- Synthesis of β-Lactam Compounds
- Sulfur-Based Synthesis Techniques
- Asymmetric Synthesis and Catalysis
- Phenothiazines and Benzothiazines Synthesis and Activities
- Energetic Materials and Combustion
- Organometallic Compounds Synthesis and Characterization
University of Michigan
2017-2025
Merck & Co., Inc., Rahway, NJ, USA (United States)
2025
University of Münster
2018-2020
Ann Arbor Center for Independent Living
2018-2020
Life Sciences Research Foundation
2018
Bryn Mawr College
2018
University of California, Berkeley
2018
Mercy Willard Hospital
2018
Lawrence Berkeley National Laboratory
2018
BMW Group (Germany)
2016
Azetidines are four-membered nitrogen-containing heterocycles that hold great promise in current medicinal chemistry due to their desirable pharmacokinetic effects. However, a lack of efficient synthetic methods access functionalized azetidines has hampered incorporation into pharmaceutical lead structures. As [2+2] cycloaddition reaction between imines and alkenes, the aza Paternò-Büchi arguably represents most direct approach azetidines. Hampered by competing paths accessible upon...
We report the total synthesis of enlicitide decanoate, an orally bioavailable inhibitor proprotein convertase subtilisin/kexin type 9 that is being developed for treatment atherosclerotic cardiovascular disease. It a highly complex macrocyclic peptide with significant number nonpeptide structural elements presents daunting synthetic chemistry challenge. describe development convergent, efficient, and robust manufacturing process enables large-scale production enlicitide.
Azetines, four-membered unsaturated nitrogen-containing heterocycles, hold great potential for drug design and development but remain underexplored due to challenges associated with their synthesis. We report an efficient, visible light-mediated approach toward 1- 2-azetines relying on alkynes the unique triplet state reactivity of oximes, specifically 2-isoxazolines. While 2-azetine products are accessible upon intermolecular [2 + 2]-cycloaddition via energy transfer from a commercially...
Despite their favorable properties, azetidines are often overlooked as lead compounds across multiple industries. This is attributed to the challenging synthesis of densely functionalized in an efficient manner. In this work, we report scalable and characterization seven with varying regio- stereochemistry application novel azetidine-based energetic materials, enabled by visible-light-mediated aza Paternò-Büchi reaction. The performance stark differences physical properties these new make...
The development of a Lewis acid-catalyzed ring-opening cross-metathesis reaction which enables selective access to acyclic, unsaturated ketones as the carbonyl–olefin metathesis products is described. While catalytic amounts FeCl3 were previously identified optimal catalyze ring-closing reactions, complementary between cyclic alkenes and carbonyl functionalities relies on GaCl3 superior acid catalyst.
Carbonyl–ene, Prins, and carbonyl–olefin metathesis reactions represent powerful strategies for carbon–carbon bond formation relying on Lewis acid catalysts. Although common acids are able to provide efficient activation, the often proceed with low regio- or chemoselectivity, while high selectivity frequently requires use of well-designed metal–ligand complexes. Here we demonstrate that simple including Me2AlCl, FeCl3, SnCl4 can show remarkable in differentiating between distinct...
Natriumcyanamid wurde durch Umsetzung von Natriumamid und Natriumhydrogencyanamid bei 200 °C im Vakuum dargestellt. Die Zuchtung Einkristallen Tempern des Produktes gelang (500 °C, 8 Tage) in Silbertiegeln. Titelverbindung Einkristallstrukturanalyse Schwingungsspektroskopie charakterisiert (C2/m; Z = 2; a = 5,0456(3), b = 5,0010(3), c = 5,5359(3) A; β = 110,078(5)°; R1 = 3,18%, wR2 = 6,35%, GOF = 1,078). CN22–-Einheiten sind linear, mit einer Bindungslange 1,236(1) A, wahrend Natrium...
HgCN2 wurde durch doppelte Umsetzung aus HgCl2 und Natriumcyanamid in wässriger Lösung dargestellt. Die Kristallstruktur Röntgenpulverdaten bestimmt kombinierte Profilanpassung der Röntgen- Neutronendiffraktogramme verfeinert (Pbca, Z = 8, a 10,4851(1), b 6,5138(1), c 6,8929(1) Å; Rp (Röntgen) 6,15%; (Neutronen) 2,33; 2,43%). Das Cyanamid-Anion ist gewinkelt (172,4(7)°), was auch schwingungsspektroskopisch nachweisbar ist. Hg C bilden jeweils Zick-Zack-Ketten. Strukturprinzip kann unter...
Abstract No abstracts.
K5H(CN2)3 wurde phasenrein durch Umsetzung von KHCN2 mit metallischem Kalium in flüssigem Ammoniak sowie auch Reaktion KNH2 Melamin C3N3(NH2)3 bei 320 °C synthetisiert. Die Kristallstruktur Pulver- und Einkristallmethoden bestimmt: K5H(CN2)3, Raumgruppe Im3m, a = 795,68(7) pm, Z 2, R1 0,025, wR2 0,0438. ist im Festkörper aus K+ CN-Einheiten der Symmetrie D∞h aufgebaut. Nach 1H- 13C-Festkörper-NMR-Untersuchungen, temperaturabhängiger Impedanzspektroskopie FTIR-Untersuchungen sind die Protonen...
Intermolecular [2+2] photocycloadditions represent a powerful method for the synthesis of highly strained, four-membered rings. While this approach is commonly employed oxetanes and cyclobutanes, azetidines via intermolecular aza Paternò-Büchi reactions remains underdeveloped. Herein we report visible light-mediated reaction that utilizes glyoxylate oximes as reactive intermediates activated triplet energy transfer. This characterized by its operational simplicity, mild conditions broad...
The phase transition of Ni to non-ferromagnetic nickel hydride (NiHβ) is followed by measurements the saturation magnetization Ms 2 12 μm thick foils during their cathodic charging with hydrogen at temperatures between 15 and 38°C. linear decrease hereby in a quadratic time scale confirms picture maintenance trapezoidal concentration profile advancing NiHβ-fronts up meeting middle foils. Some corresponding are performed decomposition NiHβ. difference activation energies found for formation...
0.5 0.0 1.0 1.5 2.0 2.5 3.0 3.5 4.0 4.5 5.0 5.5 6.0 6.5 7.0 7.5 8.0 8.5 9.0 9.5 10.0 10.5 f1 (ppm)