Dr Patrick O'Leary

BSc, PhD

Contact Details

Lecturer Above The Bar
School of Chemistry
Room 112, Arts/Science Building
NUI Galway

T: Ext. 2476
E: patrick.oleary@nuigalway.ie
 
researcher

Biography

Patrick O'Leary is a native of Cork, Ireland and has been working in the School of Chemistry as a lecturer since September 2004. His Previous studies include a Bachelors of Science (B.Sc, 1995) degree and a Ph.D from University College Cork. His Ph.D Research concentrated on the Rhodium (II) Catalysed Buchner reaction. His research consisted of both catalyst study as well as preparation and study of multi-componant dynamic interconverting products. On completion of his Ph.D he was awarded the inaugural Post Doctoral Fellowship in The Sciences from the National University of Ireland in 1999. This Fellowship is awarded after an open competition among scientists throughout Ireland and only one is awarded every two years. This fellowship allowed Patrick to study the use of the Buchner as the key step in a challenging natural product synthesis. On completion of the NUI-postdoctoral fellowship Patrick moved to Utrecht to work in the Department of Metal Mediated Synthesis with Prof. Gerard van Koten and Dr. Bert Klein Gebbink. During the following two years he worked on immobilisation and recycling techniques for chiral homogeneous catalysts. This was achieved via the non-covalent immobilisation of homogeneous transition metal to silica materials.
Since startiong in NUI Galway Patrick has established an active research group in the area of Organic synthesis and asymetric catalysis

His non research work in the University includes Chairing the safety committee of the school, being the schools safety co-ordinator and serving on the safety working group of the university.  He also serves on the academic council as an elected member and on the standing committee of the academic council as the College of Science nominee.  He is also the Royal Society of Chemistry representative in NUI Galway and serves on the ireland section committee of the RSC.

Outside the university Patrick is dedicated to water sports and has been kayaking for more that 20 years and swims regularly. He has represented ireland in canoe polo and more recently in the European (9th) and World (14th) championships in paracanoeing which has recently been included in the paralympic programme. 

Tá Patrick sásta a cuid oibre a deanamh trí mean gaeilge nú bearla más mian le daltaí
 
 

Research Interests

ARABOX A Novel Ligand for Asymmetric Catalysis

 

We have recently reported the synthesis of a novel 4,4' Bisoxazoline ligand ARABOX. This novel ligand was synthesised using a tandem deprotection, activation, ring closure (DARC) reaction. We will shortly report on the catalytic activity of a range of catalytic complexes derived from this ligand

 

Catalyst immobilisation


We have published a number of reports of our efforts to develop a facile immobilisation method for oxazoline based catalysts.  These catalysts are easily immobilised on silica and typically maintain their activity.  A number of instances of unusual benefits on immobilisation have also been found.

 

Chiral Amide Ligand Design

We are currently involved in the design and development of a number of new ligand classes and their corresponding transition metal catalysts.  Catalysts are also being tested in a number of key test reactions

We have recently reported on the synthesis of new bisamide ligands and the use of their palladium complexes as catalysts.

 We are developing many other 'families' of catalysts for a wide variety of key organic transformations

Research Projects

  Project Start Date End Date
GRINGNARD REAGENTS IN NON CONVENTIONAL INDUSTRIALLY RELEVANT APPLICATIONS 01-OCT-14 30-SEP-18
EPA STRIVE 2009 PHD ET 3 PATRICK O'LEARY 21-SEP-09 01-JUN-15
NEW LIGANDS FOR ENANTIOSELECTIVE SYNTHESIS P OLEAR 01-SEP-06 28-FEB-10
ARABITOL FOR THE SYNTHESIS 4-4BISOXAZOLINES P O'L 21-MAY-07 30-JUL-07
DESIGN AND SYNTHESIS OF NEW CHIRAL ORGANOMETALLIC CATALYSTS, PATRICK O LEARY, J DONNELLAN IRCSET 01-OCT-10 30-SEP-15
ORGANIC CHEMISTRY CONFERENCE GENERAL ACCOUNT PATRICK O LEARY 22-MAY-12 22-MAY-22

Book Chapters

  Year Publication
(2007) 'Arenediazonium salts'
Patrick O'Leary (2007) 'Arenediazonium salts' In: Science of Synthesis 31b. Stuttgart: George Thieme Verlag. [Details]

Peer Reviewed Journals

  Year Publication
(2015) 'A study of the norcaradiene-cycloheptatriene equilibrium in a series of azulenones by NMR spectroscopy; the impact of substitution on the position of equilibrium'
Bateman, LM,McNamara, OA,Buckley, NR,O'Leary, P,Harrington, F,Kelly, N,O'Keeffe, S,Stack, A,O'Neill, S,McCarthy, DG,Maguire, AR (2015) 'A study of the norcaradiene-cycloheptatriene equilibrium in a series of azulenones by NMR spectroscopy; the impact of substitution on the position of equilibrium'. Organic & Biomolecular Chemistry, 13 :11026-11038 [DOI] [Details]
(2014) 'Catalyst and substituent effects on the rhodium(II)-catalysed intramolecular Buchner reaction'
McNamara, OA,Buckley, NR,O'Leary, P,Harrington, F,Kelly, N,O'Keeffe, S,Stack, A,O'Neill, S,Lawrence, SE,Slattery, CN,Maguire, AR (2014) 'Catalyst and substituent effects on the rhodium(II)-catalysed intramolecular Buchner reaction'. Tetrahedron, 70 :6870-6878 [DOI] [Details]
(2012) ''Preparation and Structure of Novel Chiral 4,6-Disubstituted Tetrahydropyrimidinones''
David Frain, Fiona Kirby, Patrick McArdle, and Patrick O'Leary (2012) ''Preparation and Structure of Novel Chiral 4,6-Disubstituted Tetrahydropyrimidinones''. Organic Chemistry International, Article ID 293945 [Details]
(2013) 'Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of alpha-diazoketones'
Foley, DA,O'Leary, P,Buckley, NR,Lawrence, SE,Maguire, AR (2013) 'Synthetic approaches to the daucane sesquiterpene derivatives employing the intramolecular Buchner cyclisation of alpha-diazoketones'. Tetrahedron, 69 :1778-1794 [DOI] [Details]
(2013) 'AraBOX and XyliBOX based catalysts for cyclopropanations, Diels Alder cycloadditions and allylic additions'
Kellehan, D,Kirby, F,Frain, D,Rodriguez-Garcia, AM,Garcia, JI,O'Leary, P (2013) 'AraBOX and XyliBOX based catalysts for cyclopropanations, Diels Alder cycloadditions and allylic additions'. Tetrahedron-Asymmetry, 24 :750-757 [DOI] [Details]
(1996) 'Excellent stereocontrol in intramolecular Buchner cyclisations and subsequent cycloadditions; Stereospecific construction of polycyclic systems'
Maguire, AR,Buckley, NR,O'Leary, P,Ferguson, G (1996) 'Excellent stereocontrol in intramolecular Buchner cyclisations and subsequent cycloadditions; Stereospecific construction of polycyclic systems'. Chemical Communications, :2595-2596 [Details]
(2001) 'Dynamic equilibria in the products of intramolecular Buchner additions of diazoketones to aryl rings bearing methoxy substituents'
Maguire, AR,O'Leary, P,Harrington, F,Lawrence, SE,Blake, AJ (2001) 'Dynamic equilibria in the products of intramolecular Buchner additions of diazoketones to aryl rings bearing methoxy substituents'. Journal Of Organic Chemistry, 66 :7166-7177 [Details]
(2007) 'Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines'
McDonagh, C,O'Conghaile, P,Gebbink, RJMK,O'Leary, P (2007) 'Electrostatic immobilisation of copper(I) and copper(II) bis(oxazolinyl)pyridine catalysts on silica: application to the synthesis of propargylamines via direct addition of terminal alkynes to imines'. Tetrahedron Letters, 48 :4387-4390 [DOI] [Details]
(2008) 'New chiral diamide ligands: synthesis and application in allylic alkylation'
Bateman, L,Breeden, SW,O'Leary, P (2008) 'New chiral diamide ligands: synthesis and application in allylic alkylation'. Tetrahedron-Asymmetry, 19 :391-396 [DOI] [Details]
(2009) 'Electrostatically immobilised BOX and PYBOX metal catalysts: application to ene reactions'
McDonagh, C,O'Leary, P (2009) 'Electrostatically immobilised BOX and PYBOX metal catalysts: application to ene reactions'. Tetrahedron Letters, 50 :979-982 [DOI] [Details]
(2009) 'The Synthesis of AraBOX, a New 4,4 '-Bis(oxazoline), from Novel Pentitol-Derived Bis-beta-amino Alcohols'
Frain, D,Kirby, F,McArdle, P,O'Leary, P (2009) 'The Synthesis of AraBOX, a New 4,4 '-Bis(oxazoline), from Novel Pentitol-Derived Bis-beta-amino Alcohols'. Synlett, :1261-1264 [DOI] [Details]
(2010) 'Pyroglutamate-derived hydroxyamide ligands: synthesis and application to asymmetric catalysis'
Geoghegan, P,O'Leary, P (2010) 'Pyroglutamate-derived hydroxyamide ligands: synthesis and application to asymmetric catalysis'. Tetrahedron-Asymmetry, 21 :867-870 [DOI] [Details]
(2010) '4,4 ' BOX based catalysts: Synthesis, structure and catalytic application'
Kirby, F,Frain, D,McArdle, P,O'Leary, P (2010) '4,4 ' BOX based catalysts: Synthesis, structure and catalytic application'. Catalysis Communications, 11 :1012-1016 [DOI] [Details]
(2010) 'Preparation, structure and catalytic activity of copper(II) complexes of novel 4,4 '-BOX ligands'
Frain, D,Kirby, F,McArdle, P,O'Leary, P (2010) 'Preparation, structure and catalytic activity of copper(II) complexes of novel 4,4 '-BOX ligands'. Tetrahedron Letters, 51 :4103-4106 [DOI] [Details]
(2012) 'Asymmetric Synthesis of cis-7-Methoxycalamenene via the Intramolecular Buchner Reaction of an alpha-Diazoketone'
McDowell, PA,Foley, DA,O'Leary, P,Ford, A,Maguire, AR (2012) 'Asymmetric Synthesis of cis-7-Methoxycalamenene via the Intramolecular Buchner Reaction of an alpha-Diazoketone'. Journal Of Organic Chemistry, 77 :2035-2040 [DOI] [Details]
(2004) 'Facile and rapid immobilization of copper(II) bis(oxazoline) catalysts on silica: Application to Diels-Alder reactions, recycling, and unexpected effects on enantioselectivity'
O'Leary,P.,Krosveld, N.P.,De Jong, K.P.,Van Koten, G.,Klein Gebbink, R.J.M. (2004) 'Facile and rapid immobilization of copper(II) bis(oxazoline) catalysts on silica: Application to Diels-Alder reactions, recycling, and unexpected effects on enantioselectivity'. Tetrahedron Letters, 45 (16) [Details]
(2009) 'Enzymatic immobilization of organometallic species: Biosilification of NCN- and PCP-pincer metal species using demosponge axial filaments'
O'Leary, P.,Van Walree, C.A.,Mehendale, N.C.,Sumerel, J.,Morse, D.E.,Kaska, W.C.,Van Koten, G.,Klein Gebbink, R.J.M. (2009) 'Enzymatic immobilization of organometallic species: Biosilification of NCN- and PCP-pincer metal species using demosponge axial filaments'. Dalton Transactions, (22) [Details]
(2012) 'Hydroxyamide-Based Ligands and Their Use in the Asymmetric'
Paul Geoghegan, Patrick O'Leary (2012) 'Hydroxyamide-Based Ligands and Their Use in the Asymmetric'. ACS Catalysis, [Details]

Published Reports

  Year Publication
(2005) Activity Report 1999-2001 COST CHEMISTRY ACTION D8-D29.
Patrick O'Leary (2005) Activity Report 1999-2001 COST CHEMISTRY ACTION D8-D29. COST Brussels, COST Brussels. [Details]

Edited Books

  Year Publication
(2008) Analytical Chemistry.
Patrick O'Leary (Ed.). (2008) Analytical Chemistry Analytical Chemistry. Galway: Modular Programme in Science and Technology Studies. [Details]

Other Journals

  Year Publication
(2005) 'Researching metal catalysts in the Department of Chemistry'
Patrick O'Leary (2005) 'Researching metal catalysts in the Department of Chemistry' The Irish Scientist, . [Details]

Conference Contributions

  Year Publication
(2012) ESPA 8 2012 Electronic structure: Principles and applications,
José I. García,a Antonio M. Rodríguez-­‐García,b David Kellehan,c Fiona Kirby,c David Frain,c and Patrick O’Learyc (2012) CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration. [Poster Presentation (Refereed)], ESPA 8 2012 Electronic structure: Principles and applications, Barcelona , 28-JUN-12 - 29-JUN-12. [Details]
(2015) RSC award symposium 2015,
Patrick O'Leary (2015) RSC award symposium 2015. [Invited Oral Presentation], RSC award symposium 2015, UCC , 17-APR-15. [Details]
(2016) Eli Lilly Postgraduate symposium 2016,
Patrick O'Leary (2016) Eli Lilly Postgraduate symposium 2016. [Conference Organising Committee Chairperson], Eli Lilly Postgraduate symposium 2016, NUi Galway , 26-FEB-16. [Details]
(2014) Eli Lilly Postgraduate symposium 2014,
Patrick O'Leary (2014) Eli Lilly Postgraduate symposium 2014. [Conference Organising Committee Chairperson], Eli Lilly Postgraduate symposium 2014, NUI Galway , 10-DEC-14. [Details]
(2013) Eli Lilly Postgraduate symposium 2013,
Patrick O'Leary (2013) Eli Lilly Postgraduate symposium 2013 for Chemical researchers in School of Chemistry NUI Galway. [Conference Organising Committee Chairperson], Eli Lilly Postgraduate symposium 2013, NU Galway , 29-NOV-13. [Details]
(2014) Chemistry Research Colloquium,
Niall Geraghty Patrick O'Leary(Finance) (2014) Postgraduate research Colloquium for all Chemical researchers in Irish academic institutions. [Conference Organising Committee Chairperson], Chemistry Research Colloquium, NUI Galway , 01-JUN-14. [Details]

Honours and Awards

  Year Title Awarding Body
1999 NUI-postdoctoral Fellowship in Sciences

Professional Associations

  Association Function From / To
Royal Society of chemistry Member 01-JAN-00 /
Royal Society of Chemistry Republic of Ireland Committee member 01-OCT-06 /

Committees

  Committee Function From / To
Academic Council Member (elected) 01-FEB-10 / 01-FEB-13
University Safety Working group (formerly Safety Committee) member 01-OCT-08 /
Royal Society of Chemistry,Ireland Section Commitee Member 01-JAN-06 /
Academic Council standing Committee Member 01-NOV-12 /
School of chemistry Safety Subcommittee Chairman 01-AUG-08 /

Education

  Year Institution Qualification Subject
1995 NUI, UCC BSc Chemistry
2000 NUI, UCC PhD Organic Chemistry

Languages

  Language
English
Dutch
French
German
Gaeilge

Teaching Interests

Patrick has taught general first year chemistry courses since he arrived in Galway.  The current version of this course is engineering Chemistry CH140. 

2nd year Patrick Co-ordinates all of and delivers some of a second semester course CH202.  In addition he runs 3 days of labs for this course per week. 
He also delivers lecture on chemical drawing packages and electronic literature retrieval methods and information management.

3rd year Patrick delivers a lecture course on Mass spectrometry

4th year Patrick delivers a course on Organometallic chemistry, catalysis, organometallic structure.  He has in the past given courses on chemotherapeutic agents.  He also instructs on chemical safety and electronic literature searching and information retrieval.  Two fourth year students do their projects in the SMACT lab each year.
Postgraduate Patrick delivers courses on chemical safety and electronic literature retrieval methods as part of a core skills module for PhD students.  He is also coordinator of Problem solving in chemistry Module CH509 as part of the structured PhD in the School of Chemistry

Recent Postgraduate Students

  Graduation Name Degree Primary Supervisor
2015 Nadine McCleary PhD Y
2008 Dr. Chiara McDonagh PhD Y
2012 Dr David Kellehan PhD
2012 Paul Geoghegan PhD
2006 Dr. Lorraine Bateman PhD Y
2015 Zhenyu Cao PhD Y
2008 Dr. Blaithín Sweeney PhD Y
2011 Dr. Fiona Kirby PhD Y
2014 Davina Flanagan PhD Y

Modules Taught

  Term/Year Module Title Module Code Subject / Desc
2012/2013 ORGANIC CHEMISTRY I 4th year semester 1 organic chemistry course (organometallic chemistry content)
2012/2013 Computers in Chemistry Deliver material on chemical drawing packages and electronic literature retrieval
2012/2013 Analytical Chemistry and Molecular Structure Mass Spectrometry lectures
2012/2013 Problem solving in chemistry Part of the structured PhD programme
2012/2013 Organic Chemistry lecture course with associated practical course for 2nd yr chemistry students
2012/2013 Engineering Chemistry General chemistry course designed for engineers
2013/2014 Computers in Chemistry Deliver material on ELit and Chemistry drawing packages
2013/2014 CH326 - Analytical Chemistry and Molecular Structure Cover mass spectrometry
2013/2014 Selective Synthesis and Organometallic Chemistry - CH449 4th yr chemistry module
2013/2014 Practical Skills - CH451 4th yr practical skills two sessions ELIT and Safety
2013/2014 Core skills module PhD students core skills module part of structured programme sessions on safety and ELit
2013/2014 Problem solving for chemistry Postgraduate problem solving seminar series course co-ordinator
2013/2014 Organic Chemistry "nd yr organic chemistry course (Course co-ordinator, lecturer 6 lectures and lab supervisor 18 sessions)
2013/2014 Engineering Chemistry One semester course for first year engineers (260 students)

External Collaborators

  Name Organisation / Institute Country Description of Collaboration
Bert Kein Gebbink Utrecht University NETHERLANDS
We have researched over a number of years on immobilisation chemistry
Prof Anita Maguire UCC IRELAND
Ongoing research in the area of aromatic addition reactions
José I García CSIC-Universidad de Zaragoza. SPAIN
Calculations on the potential performance of novel ligands