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Matthew O'Brien's Outputs (21)

Identification of Aggregation Pheromone as an Attractant for Odontothrips loti, A Serious Thrips Pest on Alfalfa (2024)
Journal Article
Li, X., Cheng, J., Han, H., Kirk, W. D., O’Brien, M., Wang, L., …Lu, Y. (in press). Identification of Aggregation Pheromone as an Attractant for Odontothrips loti, A Serious Thrips Pest on Alfalfa. Journal of Chemical Ecology, https://doi.org/10.1007/s10886-024-01532-8

Odontothrips loti (Haliday) (Thysanoptera: Thripidae) is one of the most serious pests on alfalfa, causing direct damage by feeding and indirect damage by transmitting plant viruses. This damage causes significant loss in alfalfa production. Semioche... Read More about Identification of Aggregation Pheromone as an Attractant for Odontothrips loti, A Serious Thrips Pest on Alfalfa.

Portable, low-cost, Raspberry Pi-based optical sensor (PiSENS): continuous monitoring of atmospheric nitrogen dioxide (2022)
Journal Article
Saiz, E., Banicevic, I., Espinoza Torres, S., Bertata, S., Picasso, G., O'Brien, M., & Radu, A. (in press). Portable, low-cost, Raspberry Pi-based optical sensor (PiSENS): continuous monitoring of atmospheric nitrogen dioxide. Analytical Methods, 15(4), 482-491. https://doi.org/10.1039/d2ay01433e

We have developed a sensing system that utilizes a low-cost computer (Raspberry Pi) and its imaging camera as an optical sensing core for the continuous detection of NO2 in the air (PiSENS-A). The sensor is based on colour development as a consequenc... Read More about Portable, low-cost, Raspberry Pi-based optical sensor (PiSENS): continuous monitoring of atmospheric nitrogen dioxide.

Front Cover: An Automated Computer‐Vision “Bubble‐Counting” Technique to Characterise CO<sub>2</sub> Dissolution into an Acetonitrile Flow Stream in a Teflon AF‐2400 Tube‐in‐Tube Flow Device (ChemPlusChem 1/2023) (2022)
Digital Artefact
O'Brien, M., & Moraru, R. (2023). Front Cover: An Automated Computer‐Vision “Bubble‐Counting” Technique to Characterise CO2 Dissolution into an Acetonitrile Flow Stream in a Teflon AF‐2400 Tube‐in‐Tube Flow Device (ChemPlusChem 1/2023). [Front cover to Journal]

An Automated Computer‐Vision “Bubble‐Counting” Technique to Characterise CO<sub>2</sub> Dissolution into an Acetonitrile Flow Stream in a Teflon AF‐2400 Tube‐in‐Tube Flow Device (2022)
Journal Article
O'Brien, M., & Moraru, R. (2023). An Automated Computer‐Vision “Bubble‐Counting” Technique to Characterise CO2 Dissolution into an Acetonitrile Flow Stream in a Teflon AF‐2400 Tube‐in‐Tube Flow Device. ChemPlusChem, 88(1), https://doi.org/10.1002/cplu.202200167

AbstractA Teflon AF‐2400 based tube‐in‐tube device was used to generate flow streams of CO2 in acetonitrile and a computer‐vision based ‘bubble counting’ technique was used to estimate the amount of CO2 that had passed into solution whilst in the tub... Read More about An Automated Computer‐Vision “Bubble‐Counting” Technique to Characterise CO<sub>2</sub> Dissolution into an Acetonitrile Flow Stream in a Teflon AF‐2400 Tube‐in‐Tube Flow Device.

A tutored discourse on microcontrollers, single board computers and their applications to monitor and control chemical reactions (2020)
Journal Article
Fitzpatrick, D., O'Brien, M., & Ley, S. (2020). A tutored discourse on microcontrollers, single board computers and their applications to monitor and control chemical reactions. Reaction Chemistry and Engineering, 5(2), 201-220. https://doi.org/10.1039/C9RE00407F

This Tutored Discourse constitutes a preliminary exposure on how synthesis chemists can engage positively with inexpensive, low-power microcontrollers to aid control, monitoring and optimisation of chemical reactions. The acquired skillset adds a new... Read More about A tutored discourse on microcontrollers, single board computers and their applications to monitor and control chemical reactions.

9 Immobilized Reagents and Multistep Processes (2018)
Book Chapter
Ley, S. V., Browne, D. L., & O’Brien, M. (2018). 9 Immobilized Reagents and Multistep Processes. In Flow Chemistry in Organic Synthesis (273-312). (1). Thieme Gruppe. https://doi.org/10.1055/sos-sd-228-00177

Multistep continuous-flow processing enables the direct preparation of complex chemical materials from simple input streams through a series of complexity-adding reaction steps. The use of polymer-supported reagents can greatly facilitate this proces... Read More about 9 Immobilized Reagents and Multistep Processes.

Highly diastereoselective boron and titanium mediated aldol reactions of a mannitol derived 2,3-butanediacetal ethyl ketone (2018)
Journal Article
O'Brien, M., Weber, A., Hardy, G., & Ley, S. (2018). Highly diastereoselective boron and titanium mediated aldol reactions of a mannitol derived 2,3-butanediacetal ethyl ketone. Tetrahedron, 5319 - 5329. https://doi.org/10.1016/j.tet.2018.06.041

A mannitol derived 2,3-butanediacetal ethyl ketone displays high levels of diastereoselectivity in boron and titanium mediated aldol reactions with a range of aliphatic and aromatic aldehydes to afford syn aldol products in high yield. The stereochem... Read More about Highly diastereoselective boron and titanium mediated aldol reactions of a mannitol derived 2,3-butanediacetal ethyl ketone.

Gas-liquid flow hydrogenation of nitroarenes: Efficient access to a pharmaceutically relevant pyrrolobenzo[1,4]diazepine scaffold (2018)
Journal Article
Dimitriou, E., Jones, R., Pritchard, R., Miller, G., & O'Brien, M. (2018). Gas-liquid flow hydrogenation of nitroarenes: Efficient access to a pharmaceutically relevant pyrrolobenzo[1,4]diazepine scaffold. Tetrahedron, 74(47), 6795-6803. https://doi.org/10.1016/j.tet.2018.09.025

Using a Tube-in-Tube device based on the amorphous Teflon AF-2400 fluoropolymer, a series of nitroarenes was hydrogenated to afford the corresponding aniline compounds. The system was then applied to the construction of a pyrrolobenzo[1,4]diazapene s... Read More about Gas-liquid flow hydrogenation of nitroarenes: Efficient access to a pharmaceutically relevant pyrrolobenzo[1,4]diazepine scaffold.

An open-source approach to automation in organic synthesis: The flow chemical formation of benzamides using an inline liquid-liquid extraction system and a homemade 3-axis autosampling/product-collection device (2018)
Journal Article
O'Brien, M., Hall, A., Schrauwen, J., & van der Made, J. (2018). An open-source approach to automation in organic synthesis: The flow chemical formation of benzamides using an inline liquid-liquid extraction system and a homemade 3-axis autosampling/product-collection device. Tetrahedron, 3152-3157. https://doi.org/10.1016/j.tet.2018.02.043

Several open-source hardware and software technologies (RAMPS, Python, PySerial, OpenCV) were used to control an automated flow chemical synthesis system. The system was used to effect the synthesis of a series of benzamides. An inexpensive Raspberry... Read More about An open-source approach to automation in organic synthesis: The flow chemical formation of benzamides using an inline liquid-liquid extraction system and a homemade 3-axis autosampling/product-collection device.

An automated colorimetric inline titration of CO2 concentrations in solvent flow streams using a Teflon AF-2400 tube-in-tube device (2017)
Journal Article
O'Brien, M. (2017). An automated colorimetric inline titration of CO2 concentrations in solvent flow streams using a Teflon AF-2400 tube-in-tube device. Journal of Co2 Utilization, 21, 580 - 588. https://doi.org/10.1016/j.jcou.2017.08.020

Abstract Using a number of open source software components (Python, SciPy, OpenCV, PySerial), together with an inexpensive webcam device, an automated inline colorimetric titration methodology was developed to measure CO2 concentration levels in orga... Read More about An automated colorimetric inline titration of CO2 concentrations in solvent flow streams using a Teflon AF-2400 tube-in-tube device.

Harnessing open-source technology for low-cost automation in synthesis: flow chemical deprotection of silyl ethers using a homemade autosampling system. (2017)
Journal Article
O'Brien, M., Konings, L., Martin, M., & Heap, J. (2017). Harnessing open-source technology for low-cost automation in synthesis: flow chemical deprotection of silyl ethers using a homemade autosampling system. Tetrahedron Letters, 2409-2413. https://doi.org/10.1016/j.tetlet.2017.05.008

An inexpensive homemade 3-axis autosampler was used to facilitate the automation of an acid catalysed flow chemical desilylation reaction. Harnessing open-source software technologies (Python, OpenCV), an automated computer-vision controlled liquid-l... Read More about Harnessing open-source technology for low-cost automation in synthesis: flow chemical deprotection of silyl ethers using a homemade autosampling system..

Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system (2017)
Journal Article
O'Brien, M., Cooper, D., & Dolan, J. (2017). Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system. Tetrahedron Letters, 829 - 834. https://doi.org/10.1016/j.tetlet.2017.01.029

Abstract A dynamic computer-vision control system incorporating open-source software technologies (Python, OpenCV) was used to automate a gravity based in-line liquid-liquid extraction during the iodination of enaminones in continuous flow. The syste... Read More about Continuous flow iodination using an automated computer-vision controlled liquid-liquid extraction system.

Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans. (2017)
Journal Article
O'Brien, M., Tizzard, G., Coles, S., Cooper, D., & Robbins, E. (2017). Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans. Journal of Organic Chemistry, 3441-3455. https://doi.org/10.1021/acs.joc.6b02831

Combining the desymmetrization of a prochiral bis-hydroxymethyl group with the epimerization of a chiral furanyl ether in a single transformation, high levels of double diastereoselectivity have been achieved in a synthesis of 2,4,5-trisubstituted te... Read More about Furanyl Cyclic Ethers: Single and Double Diastereoselectivity in the Synthesis of 2,4-Di and 2,4,5-Trisubstituted Tetrahydropyrans..

The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins (2016)
Journal Article
Ball, M., Baron, A., Bradshaw, B., Dumeunier, R., O'Brien, M., & Thomas, E. J. The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins. Organic and Biomolecular Chemistry, 14(40), 9650-9681. https://doi.org/10.1039/c6ob01804a

The development of a synthesis of the C1–C16 fragment of bryostatins in which the key step is a stereoselective oxy-Michael reaction used to assemble the cis-2,6-disubstituted tetrahydropyran with the exocyclic alkene already installed, is described.... Read More about The evolution of a stereoselective synthesis of the C1–C16 fragment of bryostatins.

Flow Chemistry: Intelligent Processing of Gas–Liquid Transformations Using a Tube-in-Tube Reactor (2015)
Journal Article
Brzozowski, M., O’Brien, M., Ley, S. V., & Polyzos, A. (2015). Flow Chemistry: Intelligent Processing of Gas–Liquid Transformations Using a Tube-in-Tube Reactor. Accounts of chemical research, 48(2), 349-362. https://doi.org/10.1021/ar500359m

The previous decade has witnessed the expeditious uptake of flow chemistry techniques in modern synthesis laboratories, and flow-based chemistry is poised to significantly impact our approach to chemical preparation. The advantages of moving from cla... Read More about Flow Chemistry: Intelligent Processing of Gas–Liquid Transformations Using a Tube-in-Tube Reactor.

A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations (2014)
Journal Article
Gross, U., Koos, P., O'Brien, M., Polyzos, A., & Ley, S. V. (2014). A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations. European Journal of Organic Chemistry, 2014(29), 6418-6430. https://doi.org/10.1002/ejoc.201402804

A series of continuous flow chemistry processes that facilitate the palladium-catalysed carbonylation of aryl and vinyl iodides and aryl bromides with a range of alkoxy, hydroxy and amino nucleophiles is reported. Harnessing a semipermeable Teflon® A... Read More about A General Continuous Flow Method for Palladium Catalysed Carbonylation Reactions Using Single and Multiple Tube-in-Tube Gas-Liquid Microreactors: General Continuous Flow Method for Pd-Catalysed Carbonylations.

Scaling Up of Continuous Flow Processes with Gases Using a Tube-in-Tube Reactor: Inline Titrations and Fanetizole Synthesis with Ammonia (2013)
Journal Article
Pastre, J. C., Browne, D. L., O’Brien, M., & Ley, S. V. (2013). Scaling Up of Continuous Flow Processes with Gases Using a Tube-in-Tube Reactor: Inline Titrations and Fanetizole Synthesis with Ammonia. Organic Process Research and Development, 17(9), 1183-1191. https://doi.org/10.1021/op400152r

The development of a tube-in-tube reactor based on a semipermeable polymer membrane has enabled the efficient transfer of gases into liquid flow streams. In this work we describe the scalability and throughput of this reactor when applied to ammonia... Read More about Scaling Up of Continuous Flow Processes with Gases Using a Tube-in-Tube Reactor: Inline Titrations and Fanetizole Synthesis with Ammonia.

Camera-enabled techniques for organic synthesis (2013)
Journal Article
Ley, S. V., Ingham, R. J., O’Brien, M., & Browne, D. L. (in press). Camera-enabled techniques for organic synthesis. Beilstein Journal of Organic Chemistry, 9, 1051-1072. https://doi.org/10.3762/bjoc.9.118

A great deal of time is spent within synthetic chemistry laboratories on non-value-adding activities such as sample preparation and work-up operations, and labour intensive activities such as extended periods of continued data collection. Using digit... Read More about Camera-enabled techniques for organic synthesis.

Synthesis of spongistatin 2 employing a new route to the EF fragment (2013)
Journal Article
Kraus, H., Français, A., O'Brien, M., Frost, J., Diéguez-Vázquez, A., Polara, A., …Ley, S. V. (2013). Synthesis of spongistatin 2 employing a new route to the EF fragment. Chemical Science, 4(5), 1989. https://doi.org/10.1039/c3sc50304f

An improved route to the EF fragment of the spongistatins has been developed and employed in a synthesis of spongistatin 2. The C48–C51 diene side chain, which lacks the chlorine substituent present in spongistatin 1, presented some compatibility iss... Read More about Synthesis of spongistatin 2 employing a new route to the EF fragment.

Flow Chemistry Syntheses of Styrenes, Unsymmetrical Stilbenes and Branched Aldehydes (2012)
Journal Article
Bourne, S. L., O'Brien, M., Kasinathan, S., Koos, P., Tolstoy, P., Hu, D. X., …Ley, S. V. (2013). Flow Chemistry Syntheses of Styrenes, Unsymmetrical Stilbenes and Branched Aldehydes. ChemCatChem, 5(1), 159-172. https://doi.org/10.1002/cctc.201200778

Two tandem flow chemistry processes have been developed. A single palladium-catalysed Heck reaction with ethylene gas provides an efficient synthesis for functionalised styrenes. Through further elaboration the catalyst becomes multi-functional and p... Read More about Flow Chemistry Syntheses of Styrenes, Unsymmetrical Stilbenes and Branched Aldehydes.