Andrew D. Kirk
- Courses2
- Reviews10
- School:
- Campus:
- Department: Religious Studies
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Location:
, - Dates at University of Alberta: December 2015 - April 2020
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Biography
University of Alberta Religious Studies
Experience
University of Alberta
Research Facilitator
First point-of-contact to faculty & staff for research grant administration. Assist researchers find, apply for and manage research funding, including strategic planning. Part of planning committee for campus-wide annual training conference (2007-2010).
University of Alberta
Sessional Lecturer (Biblical Studies)
Andrew worked at University of Alberta as a Sessional Lecturer (Biblical Studies)
Rocky Mountain College
Adjunct Professor
Andrew worked at Rocky Mountain College as a Adjunct Professor
TransForm
Co-Founder & President
Transform is committed to helping individuals and organizations achieve greatness through consulting, guidance, speaking & teaching.
Edmonton Public Schools
Secondary Science Teacher
Temporary & Supply contracts. Temp, W.P. Wagner High School, Aug 2019 - present.
Education
Regent College
M.Div.
Biblical Languages
University of Alberta
Bachelor of Education - BEd
Secondary Education and Teaching
Major: Chemistry Minor: Physical SciencesUniversity of Alberta
Masters of Science
Chemistry
University of Alberta
Research Facilitator
First point-of-contact to faculty & staff for research grant administration. Assist researchers find, apply for and manage research funding, including strategic planning. Part of planning committee for campus-wide annual training conference (2007-2010).University of Alberta
Sessional Lecturer (Biblical Studies)
Publications
Synthesis, Structure, and Reactivity of Alkyl-Substituted Half-Sandwich η5-Pentadienyl Complexes of Cobalt
Organometallics
Alkyl-substituted η5-pentadienyl complexes of cobalt have been reported to undergo [5 + 2] cycloaddition reactions with alkynes to form substituted η2,η3- and η5-cycloheptadienyl products, providing a new route to the synthesis of substituted cycloheptadienes. A series of cyclopentadienyl and pentamethylcyclopentadienyl cobalt(III) η5-pentadienyl complexes have been prepared, incorporating alkyl and aryl substituents at various positions on the pentadienyl ligand. The crystalline complexes have been completely characterized spectroscopically and, in the solid state, by X-ray crystallography. The alkyl-substituted pentadienyl complexes can be prepared by a range of methodologies, most generally by acid-promoted dehydration of in situ-derived η2- or η4-dienol complexes. Two variations on this classic strategy have been developed, starting from either conjugated (1,3-) or nonconjugated (1,4-) dienyl alcohols. For both cyclopentadienyl and pentamethylcyclopentadienyl ancillary ligands, the substituted η5-pentadienyl complexes are obtained in reasonable to good isolated yields, limited by the extent of substitution on the starting allylic alcohol. The cationic cobalt(III) η5-pentadienyl complexes are indefinitely stable to air and moisture; isolation and purification is accomplished by chromatography on the bench. The substitutional lability of the pentadienyl ligand has been investigated using both neutral and anionic donor ligands (CO, isonitrile, acetonitrile, and halide salts). The results reveal that η5-pentadienyl complexes react by equilibrium dissociation of the most substituted end of the pentadienyl moiety, providing the corresponding η3-coordinated pentadienyl adducts.
Synthesis, Structure, and Reactivity of Alkyl-Substituted Half-Sandwich η5-Pentadienyl Complexes of Cobalt
Organometallics
Alkyl-substituted η5-pentadienyl complexes of cobalt have been reported to undergo [5 + 2] cycloaddition reactions with alkynes to form substituted η2,η3- and η5-cycloheptadienyl products, providing a new route to the synthesis of substituted cycloheptadienes. A series of cyclopentadienyl and pentamethylcyclopentadienyl cobalt(III) η5-pentadienyl complexes have been prepared, incorporating alkyl and aryl substituents at various positions on the pentadienyl ligand. The crystalline complexes have been completely characterized spectroscopically and, in the solid state, by X-ray crystallography. The alkyl-substituted pentadienyl complexes can be prepared by a range of methodologies, most generally by acid-promoted dehydration of in situ-derived η2- or η4-dienol complexes. Two variations on this classic strategy have been developed, starting from either conjugated (1,3-) or nonconjugated (1,4-) dienyl alcohols. For both cyclopentadienyl and pentamethylcyclopentadienyl ancillary ligands, the substituted η5-pentadienyl complexes are obtained in reasonable to good isolated yields, limited by the extent of substitution on the starting allylic alcohol. The cationic cobalt(III) η5-pentadienyl complexes are indefinitely stable to air and moisture; isolation and purification is accomplished by chromatography on the bench. The substitutional lability of the pentadienyl ligand has been investigated using both neutral and anionic donor ligands (CO, isonitrile, acetonitrile, and halide salts). The results reveal that η5-pentadienyl complexes react by equilibrium dissociation of the most substituted end of the pentadienyl moiety, providing the corresponding η3-coordinated pentadienyl adducts.
Cobalt-Mediated η5-Pentadienyl/Alkyne [5 + 2] Cycloaddition Reactions: Substitution Effects, Bicyclic Synthesis, and Photochemical η4-Cycloheptadiene Demetalation
Organometallics
The preparation of seven-membered carbocycles via traditional organic synthesis is difficult yet essential due to the prevalence of these moieties in bioactive compounds. As we report, the Co-mediated pentadienyl/alkyne [5+2] cycloaddition reaction generates kinetically stable η2,η3-cycloheptadienyl complexes in high yield at room temperature, which isomerize to the thermodynamically preferred η5-cycloheptadienyl complexes upon heating at 60–70 °C. Here we describe an extended investigation of this reaction manifold, exploring substituent effects and extending the reaction to tandem cycloaddition/nucleophilic cyclizations, generating fused bicyclic compounds. We also describe a new high-yielding photolytic method for the decomplexation of organic cycloheptadienes from Co(I) complexes. Both C5Me5 (Cp*) and C5H5 (Cp) half-sandwich complexes are active in [5+2] cycloaddition with alkynes, with Cp* generally providing higher yields of cycloheptadienyl complexes. Cp cycloheptadienyl complexes, however, are resistant to thermal η2,η3→η5 isomerization. The reaction remains limited to open pentadienyl complexes incorporating substituents in the terminal (1 & 5) positions, except for the unsubstituted CpCo(η5-cycloheptadienyl)+ complex, which is modestly reactive. Incorporation of tethered latent nucleophiles allows cyclization onto the intermediate cycloheptadienyl cations, producing bicyclo[5.3.0]decadiene and bicyclo[5.4.0]undecadiene systems with complete diastereocontrol. A selection of intermediate complexes have been crystallographically characterized. Addition of tethered malonate nucleophiles occurs reversibly with equilibration to a thermodynamic elimination product, while enolate nucleophiles cyclize reliably under kinetic control. The resulting bicyclic products are decomplexed in high yield by UV photolysis in the presence of allyl bromide to provide the organic bicyclic diene with complete retention of ring fusion geometry and without double-bond isomerization.
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