- Synthetic Organic Chemistry Methods
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Organometallic Complex Synthesis and Catalysis
- Chemical Synthesis and Analysis
- Asymmetric Hydrogenation and Catalysis
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Catalytic Cross-Coupling Reactions
- Nuclear materials and radiation effects
- Glass properties and applications
- Fluorine in Organic Chemistry
- Advanced NMR Techniques and Applications
- Analytical Chemistry and Chromatography
- Axial and Atropisomeric Chirality Synthesis
- Radical Photochemical Reactions
- Crystallography and molecular interactions
- Microfluidic and Capillary Electrophoresis Applications
- Oxidative Organic Chemistry Reactions
- Model-Driven Software Engineering Techniques
- Asymmetric Synthesis and Catalysis
- Synthesis and Biological Evaluation
- Sulfur-Based Synthesis Techniques
- Catalytic C–H Functionalization Methods
- Organoboron and organosilicon chemistry
- Carbon dioxide utilization in catalysis
Bristol-Myers Squibb (United States)
2020-2022
Bristol-Myers Squibb (Germany)
2020
University of Ottawa
2010-2018
University of British Columbia
2017-2018
Physical Sciences (United States)
2016
Ottawa University
2016
The Ohio State University
2016
Division of Chemistry
2016
University of Manitoba
2010-2015
The correlation between rapid initiation and decomposition in olefin metathesis is probed for a series of fast-initiating, phosphine-free Ru catalysts: the Hoveyda catalyst HII, RuCl2(L)(═CHC6H4- o-O iPr); Grela nG (a derivative HII with nitro group para to O Piers PII, [RuCl2(L)(═CHPCy3)]OTf; third-generation Grubbs GIII, RuCl2(L)(py)2(═CHPh); dianiline DA, RuCl2(L)( o-dianiline)(═CHPh), all which L = H2IMes N,N'-bis(mesityl)imidazolin-2-ylidene. Prior studies ethylene have established that...
The inverse relationship between NHC donicity and catalyst initiation.
Sulfuryl fluoride, SO2F2, has been known and used as a fumigant for over 50 years but it only recently gained widespread interest reagent organic synthesis. Herein we report novel application of sulfuryl fluoride gas in new 1,1-dihydrofluoroalkylation reaction, which simply involves bubbling SO2F2 through solution amine, 1,1-dihydrofluoroalcohol, diisopropylethylamine. The reaction is successful wide range primary secondary amines, well several 1,1-dihydrofluoroalcohols, to afford the...
An imine-coupled [Fe–N2S2]2 complex, prepared from a readily available benzothiazolidine ligand, catalyzes selectively the hydroboration of aliphatic and aromatic aldehydes at low catalyst loadings (0.1 mol %) using pinacolborane. Both mono- disubstituted are hydroborated in presence ketones, nitriles, alkenes, amines, halides. Reaction complex with CO preliminary reaction progress kinetic studies point to mechanism.
Abstract Two ruthenium hydride complexes commonly proposed as agents of unintended isomerization during olefin metathesis are examined for their activity in estragole, a representative allylbenzene. Neither proves kinetically competent to account the levels observed cross‐metathesis estragole by second‐generation Grubbs catalyst. A structure–activity analysis selected indicates that higher correlates with more electrophilic metal center.
Abstract The second‐generation Grubbs catalyst, RuCl 2 (H IMes)(PCy 3 ) (=CHPh) [ GII ; H IMes=1,3‐bis(2,4,6‐trimethylphenyl)‐4,5‐dihydroimidazol‐2‐ylidene, Cy=cyclohexyl], is shown to decompose during olefin metathesis generate Ru nanoparticles (RuNPs). These RuNPs appear contribute significantly competing isomerization metathesis. Larger, partially oxidized are also observed in commercial , but these exhibit modest activity. Removal of from the precatalyst does not prevent isomerization,...
Ring-closing metathesis (RCM) offers versatile catalytic routes to macrocycles, with applications ranging from perfumery production of antiviral drugs. Unwanted oligomerization, however, is a long-standing challenge. Oligomers can be converted into the cyclic targets by catalysts that are sufficiently reactive promote backbiting (e.g., Ru complexes N-heterocyclic carbenes; NHCs), but catalyst decomposition limits yields and selectivity. Incorporation hemilabile o-dianiline (ODA) chelate new...
Abstract Dieser Kurzaufsatz behandelt die kürzliche Einführung molekularer Metathesekatalysatoren in Produktion von Spezialchemikalien und Pharmazeutika.
One-pot and tandem catalysis methodologies are explored in developing efficient isomerization–metathesis routes to high-value cinnamates ferulates from essential-oil allylbenzenes.
Advances in 3D printing technology over the past decade have led to its expansion into all subfields of science, including chemistry. This provides useful teaching tools that facilitate communication difficult chemical concepts students and researchers. Presented here is use create tangible models reaction progress surfaces. Easy-to-follow step-by-step instructions are provided for creation these surfaces from IR, NMR, HPLC data. More generally, this procedure enables conversion any arrayed...
A variety of crystalline alkali molybdate phases are characterized by (23)Na, (133)Cs, and (95)Mo magic-angle-spinning nuclear magnetic resonance (MAS NMR) to provide spectroscopic handles for studies devitrification products in borosilicate waste glasses. The NMR parameters obtained from line-shape simulations plotted as a function various structural discern trends that may prove useful the determination unknown phases. These applied Cs3Na(MoO4)2, most common precipitate found cesium-...
Stuck on Ru: The lability of the N2 ligand is thought to limit efficacy late-transition-metal complexes for catalytic activation N2. However, complex 1 found bind with unprecedented strength. This species resists displacement by CO at room temperature, while computational and experimental data suggest that Ru–N2 binding stronger than Ru–IMes binding. IMes=N,N′-bis(mesityl)imidazol-2-ylidene.
A versatile Ru–BINO building block is reported, which offers a straightforward entry point into the chemistry of atropisomeric binaphtholate complexes ruthenium. Reaction RuCl2(PPh3)36a with Tl2((S)-BINO) affords Ru((S)-BINO)(PPh3)27 as mixture isomers: in 7′, BINO ligand bound via η3-CCO,η1-O′ donors, and symmetrical 7″, η3-CCO,η3-O′C′C′ interactions. The bis(enolate) bonding mode latter, not previously observed for any metal, underscores remarkable geometric electronic flexibility moiety....
Telescoped synthesis enabled by reaction monitoring.
Abstract The front cover artwork for Issue 15/2016 is provided by the Fogg and Scaiano groups at University of Ottawa (Canada). image shows a well‐defined, homogeneous catalyst entering active cycle olefin metathesis, exit decomposed in form ruthenium nanoparticles. See Communication itself http://dx.doi.org/10.1002/cctc.201600738 .
Fest verankert: Die Labilität des N2-Liganden galt bislang als Haupthindernis für eine wirksame katalytische Aktivierung von N2 durch Komplexe später Übergangsmetalle. Im Komplex 1 liegt aber beispiellos starke Bindung vor, das bei Raumtemperatur nicht gegen CO austauscht. Daten aus theoretischen und experimentellen Studien sprechen Bindung, die stärker ist Ru-IMes-Bindung (IMes=N,N′-Bis(mesityl)imidazol-2-yliden). Detailed facts of importance to specialist readers are published as...
Having robust and reliable methods for monitoring catalyst activation processes is an important part of ensuring the reproducibility a catalytic reaction. For asymmetric Diels–Alder reactions, chiral oxazaborolidine or oxazaborolidinium catalysts are powerful reagents that promote these reactions in high yield selectivity. Supported by mechanistic findings, several modern analytical compared quantitating formation from amino alcohol boroxine to arrive at useful this transformation.
Abstract Review: [66 refs.
In their Communication on page 3580 ff