A5063287894- Fluorine in Organic Chemistry
- Organic Chemistry Cycloaddition Reactions
- Oxidative Organic Chemistry Reactions
- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- Photochemistry and Electron Transfer Studies
- Radical Photochemical Reactions
- Chemical Synthesis and Analysis
- Chemical Reaction Mechanisms
- Inorganic and Organometallic Chemistry
- DNA and Nucleic Acid Chemistry
- Chemical Synthesis and Reactions
- Cyclopropane Reaction Mechanisms
- Analytical Chemistry and Chromatography
- HIV/AIDS drug development and treatment
- Chemical Reactions and Mechanisms
- Various Chemistry Research Topics
- Asymmetric Hydrogenation and Catalysis
- Carbohydrate Chemistry and Synthesis
- Synthesis and Reactions of Organic Compounds
- Mass Spectrometry Techniques and Applications
- Biochemical and Molecular Research
- Free Radicals and Antioxidants
- Advanced Chemical Physics Studies
- Synthesis of β-Lactam Compounds
York University
2010-2023
Keele University
2002-2014
Steacie Institute for Molecular Sciences
1993-2004
National Research Council Canada
1981-2004
University of Toronto
1996
University of Notre Dame
1991
Columbia University
1969
McGill University
1968
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTAcidity order of selected Broensted acids in the gas phase 300.deg. KDiethard K. Bohme, Edward Lee-Ruff, and L. Brewster YoungCite this: J. Am. Chem. Soc. 1972, 94, 15, 5153–5159Publication Date (Print):July 1, 1972Publication History Published online1 May 2002Published inissue 1 July 1972https://pubs.acs.org/doi/10.1021/ja00770a002https://doi.org/10.1021/ja00770a002research-articleACS PublicationsRequest reuse permissionsArticle...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTMolecular photochemistry. XXVII. Photochemical ring expansion of cyclobutanone, substituted cyclobutanones, and related cyclic ketonesDouglas R. Morton, Edward Lee-Ruff, Richard M. Southam, Nicholas J. TurroCite this: Am. Chem. Soc. 1970, 92, 14, 4349–4357Publication Date (Print):July 1, 1970Publication History Published online1 May 2002Published inissue 1 July...
Semiquinones are produced in the oxidation of o- and p-dihydroxyarenes with potassium superoxide. These radical anions case o-dihydroxyarenes further oxidized to dicarboxylic acids. The semiquinones were also obtained by reduction corresponding quinones
Benzylic and allylic ethers are oxidized by 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to give the corresponding carbonyl containing compounds (aldehydes ketones) alcohols. The reaction proceeds readily with bearing activating groups. Primary further excess DDQ giving esters. Mechanisms for these processes proposed, based on nuclear magnetic resonance stoichiometric analyses. Keywords: dehydrogenation, benzylic ethers.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTFirst measurements of absolute rate constants for oxacarbene intermediates produced in the photochemistry benzocyclobutenedioneD. R. Boate, L. J. Johnston, P. C. Kwong, E. Lee-Ruff, and ScaianoCite this: Am. Chem. Soc. 1990, 112, 24, 8858–8863Publication Date (Print):November 1, 1990Publication History Published online1 May 2002Published inissue 1 November...
ADVERTISEMENT RETURN TO ISSUEPREVNoteNEXTEnantioselective Preparation of 2',3'-Dideoxynucleosides and Their Analogues from Ring-Expansion Cyclobutanones. 2. Synthesis 2',3'-Dideoxyribosides (1S,3R)-1- Amino-3-(hydroxymethyl)cyclopentane1Edward Lee-Ruff, Feng-de Xi, Jiang Hua QieView Author Information Department Chemistry, York University, Toronto, Ontario M3J 1P3 Cite this: J. Org. Chem. 1996, 61, 4, 1547–1550Publication Date (Web):February 23, 1996Publication History Received19 September...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXT.alpha.-Carbonyl carbocations. 4. NMR detection and reactivities of diaryl .alpha.-carbonyl cationsLe H. Dao, Mehran. Maleki, Alan C. Hopkinson, E. Lee-RuffCite this: J. Am. Chem. Soc. 1986, 108, 17, 5237–5242Publication Date (Print):August 1, 1986Publication History Published online1 May 2002Published inissue 1 August 1986https://pubs.acs.org/doi/10.1021/ja00277a030https://doi.org/10.1021/ja00277a030research-articleACS PublicationsRequest reuse...
Abstract A simple and efficient preparation of a number PEG‐carboxylates is described. The syntheses are considerably more cost‐effective than existing procedures allow for easier purifications.
A series of α-aryl and diarylthioformamidyl cations were observed by low-temperature nuclear magnetic resonance spectroscopy. These ions undergo efficient cyclization deprotonation to give benzothiophenes.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTElectron-deficient carbocations. Direct observation of .alpha.-carbonylmethyl cations by laser flash photolysisLinda J. Johnston, Patrick Kwong, Avshalom Shelemay, and Edward Lee-RuffCite this: Am. Chem. Soc. 1993, 115, 5, 1664–1669Publication Date (Print):March 1, 1993Publication History Published online1 May 2002Published inissue 1 March 1993https://pubs.acs.org/doi/10.1021/ja00058a009https://doi.org/10.1021/ja00058a009research-articleACS...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTA Novel Approach toward the Synthesis of Chiral 2,3-Dideoxy Nucleosides and Their Carbocyclic AnalogsEdward Lee-Ruff, Wei-Qin Wan, Ji-Long JiangCite this: J. Org. Chem. 1994, 59, 8, 2114–2118Publication Date (Print):April 1, 1994Publication History Published online1 May 2002Published inissue 1 April 1994https://pubs.acs.org/doi/10.1021/jo00087a029https://doi.org/10.1021/jo00087a029research-articleACS PublicationsRequest reuse permissionsArticle...
The four diones derived from benzo[a]pyrene oxidation have been characterized by high-field nuclear magnetic resonance techniques including 2-D COSY and selective Overhauser enhancement. All the proton chemical shifts for these quinones uneqivocally assigned. direct photoxidation of gives a product distribution very similar to TPP photosensitized oxygenation, suggesting singlet oxygen is involved in former. A major product, which was as 6-seco derivative 6 not previously reported, detected...
The nucleophilic reactivities of the anions H–, F–, OH–, and NH2– for substitutions at CH3Cl were determined quantitatively in gas phase 300 K using flowing afterglow technique; comparisons are made with gas-phase basicities solution reactivities.
Results for the photolysis of 6-methylcholesta-3,5-diene are described. The these and other dienes proceeds by a unimolecular process, giving bicyclobutanes, or bimolecular carbonium ions. Reaction bicyclobutane with protic solvent results in stereospecific incorporation proton (4β), whereas direct abstraction photo-excited species non-stereospecific abstraction. In presence small amounts acid, more part new products, derived from pathway, obtained.It was noted that normal chromatographic...
The substituted fluorenyl cation, 9-(diphenylmethyl)fluoren-9-yl cation (4), is formed under stable ion conditions (low temperature/strong acid) from its corresponding alcohol 3. This transformed to a diphenyl methyl 8 at ambient temperature via an apparent 1,2-hydrogen shift. Irradiation of 9-(diphenylmethyl)fluoren-9-ol in methanol gives products derived the along with radical-derived C-C and C-O homolysis processes. laser flash photolysis this gave transient 4. All photoproducts are 4 or...
Cyclobutanones derived from α-phenyl, α,α-diphenyl, and bisphenyleneketene cycloaddition to dihydrofuran dihydropyran were rearranged under acidic conditions polycyclic aromatic dihydrofurans dihydropyrans respectively. A mechanism for these rearrangements is proposed.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTStandard acidity scale. The pKa of alcohols in the gas phaseDiethard K. Bohme, Edward Lee-Ruff, and L. Brewster YoungCite this: J. Am. Chem. Soc. 1971, 93, 18, 4608–4609Publication Date (Print):September 1, 1971Publication History Published online1 May 2002Published inissue 1 September 1971https://doi.org/10.1021/ja00747a054RIGHTS & PERMISSIONSArticle Views301Altmetric-Citations15LEARN ABOUT THESE METRICSArticle Views are COUNTER-compliant sum full...
The efficient synthesis of a number novel poly(ethylene glycol)-based branched soluble polymer supports with high loading capacities has been developed. These compounds are characterized and tested for their levels utilizing coupling reactions.
The preparation of two nucleoside analogues are reported. Both syntheses involve a key photochemical ring-expansion cyclobutanones to an oxacarbene and its subsequent scavenging by 6-chloropurine. synthesis bicyclic (locked) purine starts from oxabicycloheptanone with hydroxymethyl pendant. isonucleoside uses cyclobutanone α-substituted Irradiation the latter produces acyclic analogues.
2-(6-Chloropurinyl)-3-benzoyloxymethylcyclobutanone can be prepared by reaction of 6-chloropurine with 3-benzoyloxymethyl-2-bromocyclobutanone. The N-alkylation gave both N-9 and N-7 regioisomers. Both regioisomers upon hydride reduction followed aminolysis the corresponding adenine nucleoside analogues. However, series led to hypoxanthine analogues as byproducts.
A series if 2',3'-dideoxy-3'-C-hydroxymethyl purine nucleosides were prepared based on the photochemical ring expansion of a chiral cyclobutanone precursor, (2S)-trans-2,3-bis[(benzoyloxy)methyl]cyclobutanone, in presence 6-substituted purine. Both α- and β-anomers are produced this transformation. Deprotection was effected by reaction photoadducts with saturated methanolic ammonia. Nine tested for their inhibitory effect HIV IIIB virus H9 cells. The 6-hexyloxy adenine derivatives 4e,c,...