Metal-promoted bond functionalisation: New routes to amides and thioamides

Electronic and Steric Effects on the Reactivity of Seleniranium Ions with Alkenes in the Gas Phase

Samuel C Brydon, Catriona Thomson, Richard AJ O'Hair, Jonathan M White

2023-01-27

Gas phase ion-molecule reactions between seleniranium ions, R-c-SeCH2CH2+, and cis-cyclooctene were used to probe electronic and s..

Catalytic Dehydrogenation of Liquid Organic Hydrogen Carrier Model Compounds by CpM (M = Fe, Co, Ni) in the Gas Phase

Robert King, Allan J Canty, Alireza Ariafard, Richard AJ O'Hair, Victor Ryzhov

2022-12-09

Although there is much interest in developing liquid organic hydrogen carriers (LOHCs) and new metal catalysts to release hydrogen..

A photo-switchable molecular capsule: sequential photoinduced processes

Manjiri Choudhari, Jingjing Xu, Alasdair McKay, Clement Guerrin, Craig Forsyth, Howard Z Ma, Lars Goerigk, Richard AJ O'Hair, Antoine Bonnefont, Laurent Ruhlmann, Stephane Aloise, Chris Ritchie

2022-10-24

The metastable trilacunary heteropolyoxomolybdate [PMo9O31(py)3]3- - {PMo9}; py = pyridine) and the ditopic pyridyl bearing diaryl..

Electrospray Ionization Tandem Mass Spectrometry and DFT Survey of Copper(I) Ate Complexes Containing Coordinated Borohydride Anions

Howard Z Ma, Allan J Canty, Richard AJ O'Hair

2022-06-24

Copper(I) borohydride ate complexes of the type Cat+[XCu(BH4)]- have been previously postulated as intermediates in the reactions ..

Palladium-Mediated CO2 Extrusion Followed by Insertion of Allenes: Translating Mechanistic Studies to Develop a One-Pot Method for the Synthesis of Alkenes

Yang Yang, Benjamin Spyrou, Jonathan M White, Allan J Canty, Paul S Donnelly, Richard AJ O'Hair

2022-06-20

A palladium-mediated one-pot synthesis of alkenes from aromatic carboxylic acids and allene substrates (R1R2C═C═CH2, where either:..

Ion-pairs as a gateway to transmetalation: aryl transfer from boron to nickel and magnesium

Kimberly C Fabijanczuk, Weam AO Altalhi, Asma MO Aldajani, Allan J Canty, Scott A McLuckey, Richard AJ O'Hair

2022-03-24

Gas-phase ion-ion reactions between tris-1,10-phenantholine metal dications, [(phen)3M]2+ (where M = Ni and Mg), and the tetraphen..

Experimental and theoretical investigations into the mechanisms of haliranium ion pi-ligand exchange reactions with cyclic alkenes in the gas phase

Samuel C Brydon, Gabriel da Silva, Richard AJ O'Hair, Jonathan M White

2021-11-08

Haliranium ions are intermediates often involved in complex cyclisations, where their structure allows for control over stereospec..

Cracking and Dehydrogenation of Cyclohexane by [(phen)M(X)]( ) (M = Ni, Pd, Pt; X = H, CH3) in the Gas Phase

Kevin Parker, Geethika K Weragoda, Alyssa Mohr, Allan J Canty, Richard AJ O'Hair, Victor Ryzhov

2021-09-23

Gas-phase cationic ternary complexes of group 10 metals of the formula [(phen)M(X)]+, where phen = 1,10-phenanthroline (M = Ni, Pd..

Examination of N,N-dimethylbenzylamine as a substrate for ruthenium-catalysed C-H (thio)amidation: A mass spectrometry and DFT directed study

Weam AO Altalhi, Alasdair I McKay, Benjamin Spyrou, Allan J Canty, Paul S Donnelly, Richard AJ O'Hair

2021-07-13

Key steps in the potential application of N,N-dimethylbenzylamine, a widely used substrate in organometallic chemistry, in rutheni..

Dissecting Transmetalation Reactions at the Molecular Level: Role of the Coordinated Anion in Gas-Phase Models for the Transmetalation Step of the Hiyama Cross-Coupling Reaction

Adam WE Stewart, Howard Z Ma, Geethika K Weragoda, George N Khairallah, Allan J Canty, Richard AJ O'Hair

2021-06-09

Palladium-catalyzed cross-coupling protocols have become a cornerstone in organic synthesis. Here, a gas-phase model of the Hiyama..

Tetraorganylargentate(III) Complexes: Key Intermediates in Silver-Mediated Cross-Coupling Reactions

Marius Deuker, Yang Yang, Richard AJ O'Hair, Konrad Koszinowski

2021-04-23

The use of silver as a catalyst in cross-coupling reactions remains underdeveloped. We show by means of electrospray-ionization ma..

Modeling Metal-Catalyzed Polyethylene Depolymerization: [(Phen)Pd(X)]( ) (X = H and CH3) Catalyze the Decomposition of Hexane into a Mixture of Alkenes via a Complex Reaction Network

Kevin Parker, Geethika K Weragoda, Allan J Canty, Victor Ryzhov, Richard AJ O'Hair

2021-02-09

The ternary Pd complexes [(phen)Pd(H)]+ (1-Pd) and [(phen)Pd(CH3)]+ (5-Pd) (where phen = 1,10-phenanthroline) both react with hexa..

Dissecting transmetalation reactions at the molecular level: C-B versus F-B bond activation in phenyltrifluoroborate silver complexes

Fiona Bathie, Adam WE Stewart, Allan J Canty, Richard AJ O'Hair

2021-02-07

The gas-phase unimolecular reactions of the silver(i) complex [Ag(PhBF3)2]-, formed via electrospray ionisation mass spectrometry ..

A Two-Step Catalytic Cycle for the Acceptorless Dehydrogenation of Ethane by Group 10 Metal Complexes: Role of the Metal in Reactivity and Selectivity

Kevin Parker, Geethika K Weragoda, Allan J Canty, Anastasios Polyzos, Victor Ryzhov, Richard AJ O'Hair

2020-11-23

Acceptorless dehydrogenation of ethane was achieved in the gas phase via a two-step catalytic cycle involving ternary cationic met..

Gas-Phase Models for the Nickel- and Palladium-Catalyzed Deoxygenation of Fatty Acids

Kevin Parker, Geethika K Weragoda, Victoria Pho, Allan J Canty, Anastasios Polyzos, Richard AJ O'Hair, Victor Ryzhov

2020-11-05

Using fatty acids as renewable sources of biofuels requires deoxygenation. While a number of promising catalysts have been develop..

ORGANOMETALLIC GAS-PHASE ION CHEMISTRY AND CATALYSIS: INSIGHTS INTO THE USE OF METAL CATALYSTS TO PROMOTE SELECTIVITY IN THE REACTIONS OF CARBOXYLIC ACIDS AND THEIR DERIVATIVES

Richard AJ O'Hair

2020-09-23

Carboxylic acids are valuable organic substrates as they are widely available, easy to handle, and exhibit structural and function..

Using electrospray ionization-tandem mass spectrometry to explore formation and gas-phase chemistry of silver nanoclusters generated from the reaction of silver salts with NaBH(4)in the presence of bis(diphenylarsino)methane

Howard Z Ma, Alasdair I McKay, Allan J Canty, Richard AJ O'Hair

2020-07-28

Electrospray ionization-mass spectrometry (ESI-MS) of mixtures of AgBF4 or AgNO3 with the capping ligand bis(diphenylarsino)methan..

Gas-phase studies of copper(I)-mediated CO(2)extrusion followed by insertion of the heterocumulenes CS(2)or phenylisocyanate

Yang Yang, Allan J Canty, Richard AJ O'Hair

2020-06-24

The gas-phase extrusion-insertion reactions of the copper complex [bathophenanthroline (Bphen)CuI (O2 CC6 H5 )]2- , generated via ..

Photoexcited Pd(ii) auxiliaries enable light-induced control in C(sp(3))-H bond functionalisation

Milena L Czyz, Geethika K Weragoda, Tyra H Horngren, Timothy U Connell, Daniel Gomez, Richard AJ O'Hair, Anastasios Polyzos

2020-03-07

Herein we report the photophysical and photochemical properties of palladacycle complexes derived from 8-aminoquinoline ligands, c..

Identification of the Side Products That Diminish the Yields of the Monoamidated Product in Metal-Catalyzed C-H Amidation of 2-Phenylpyridine with Arylisocyanates

Alasdair I McKay, Weam AO Altalhi, Lachlan E McInnes, Milena L Czyz, Allan J Canty, Paul S Donnelly, Richard AJ O'Hair

2020-02-21

The Ru(II)-catalyzed amidation of 2-arylpyridines with aryl isocyanates via C-H bond activation is less efficient than described p..

Palladium-Mediated CO2 Extrusion Followed by Insertion of Isocyanates for the Synthesis of Benzamides: Translating Fundamental Mechanistic Studies To Develop a Catalytic Protocol

Yang Yang, Allan J Canty, Alasdair McKay, Paul S Donnelly, Richard AJ O'Hair

2020-02-10

Mechanistic studies of a stoichiometric palladium-mediated ExIn (ExIn = extrusion-insertion) decarboxylative amidation of aromatic..

Reaction of Distonic Aryl and Alkyl Radical Cations with Amines: The Role of Charge and Spin Revealed by Mass Spectrometry, Kinetic Studies, and DFT Calculations

Benjamin Andrikopoulos, Parvinder K Sidhu, Bethany Taggert, Joses G Nathanael, Richard AJ O'Hair, Uta Wille

2020-01-01

Gas‐phase reaction of the aromatic distonic radical cations 4‐Pyr+. and 3‐Pyr+. with amines led to formation of the corresponding ..

Structural characterization and gas-phase studies of the [Ag10H8(L)(6)](2 ) nanocluster dication

Howard Z Ma, Alasdair McKay, Antonia Mravak, Michael S Scholz, Jonathan M White, Roger J Mulder, Evan J Bieske, Vlasta Bonacic-Koutecky, Richard AJ O'Hair

2019-12-21

The reactions between silver salts and borohydrides produce a rich set of products that range from discrete mononuclear compounds ..

Gas-Phase Synthesis and Reactivity of Ligated Group 10 Ions in the Formal 1 Oxidation State

Kim Greis, Yang Yang, Allan J Canty, Richard AJ O'Hair

2019-10-01

Electrospray ionization of the group 10 complexes [(phen)M(O2CCH3)2] (phen=1,10-phenanthroline, M = Ni, Pd, Pt) generates the cati..

Experimental and DFT Studies on the Identity Exchange Reactions between Phenyl Chalcogen Iranium Ions and Alkenes

Samuel C Brydon, Zhonghua Ren, Gabriel da Silva, S Fern Lim, George N Khairallah, Michael J Rathjen, Jonathan M White, Richard AJ O'Hair

2019-09-26

The gas-phase ion–molecule identity exchange reactions of phenyl chalcogen iranium ions with alkenes have been examined experiment..

Reactions of Thiiranium and Sulfonium Ions with Alkenes in the Gas Phase

Samuel C Brydon, Shea Fern Lim, George N Khairallah, Philippe Maitre, Estelle Loire, Gabriel da Silva, Richard AJ O'Hair, Jonathan M White

2019-08-16

Ion–molecule reactions between thiiranium ion 11 (m/z 213) and cyclohexene and cis-cyclooctene resulted in the formation of additi..

Role of Ligand in the Selective Production of Hydrogen from Formic Acid Catalysed by the Mononuclear Cationic Zinc Complexes [(L)Zn(H)]( ) (L=tpy, phen, and bpy)

Elettra L Piacentino, Kevin Parker, Thomas M Gilbert, Richard AJ O'Hair, Victor Ryzhov

2019-07-25

A series of zinc-based catalysts was evaluated for their efficiency in decomposing formic acid into molecular hydrogen and carbon ..

Gas-phase functionalized carbon-carbon coupling reactions catalyzed by Ni (II) complexes

Elettra L Piacentino, Edwin Rodriguez, Kevin Parker, Thomas M Gilbert, Richard AJ O'Hair, Victor Ryzhov

2019-06-01

Gas-phase C-C coupling reactions mediated by Ni (II) complexes were studied using a linear quadrupole ion trap mass spectrometer. ..

Gas-Phase Reactions of the Group 10 Organometallic Cations, [(phen)M(CH3)]( ) with Acetone: Only Platinum Promotes a Catalytic Cycle via the Enolate [(phen)Pt(OC(CH2)CH3)]( )

Kim Greis, Allan J Canty, Richard AJ O'Hair

2019-06-01

Electrospray ionisation of the ligated group 10 metal complexes [(phen)M(O2CCH3)2] (M = Ni, Pd, Pt) generates the cations [(phen)M..

Models Facilitating the Design of a New Metal-Organic Framework Catalyst for the Selective Decomposition of Formic Acid into Hydrogen and Carbon Dioxide

Richard AJ O'Hair, Antonija Mravak, Marjan Krstic, Vlasta Bonacic-Koutecky

2019-05-20

Here we describe a new conceptual approach for the design of a heterogeneous metal-organic framework (MOF) catalyst based on UiO-6..

Models Facilitating the Design of a New Metal-Organic Framework Catalyst for the Selective Decomposition of Formic Acid into Hydrogen and Carbon Dioxide

RAJ O'Hair, A Mravak, M Krstić, V Bonačić-Koutecký

2019-05-20

The front cover artwork for Issue 10/2019 is a collaboration between the O'Hair group (University of Melbourne, Australia) and the..

Structure of the Ligated Ag-60 Nanoparticle [{Cl@Ag-12}@Ag-48(dppm)(12)] (where dppm=bis(diphenylphosphino)methane)

Athanasios Zavras, Antonija Mravak, Margarita Buzancic, Jonathan M White, Vlasta Bonacic-Koutecky, Richard AJ O'Hair

2019-04-01

A novel bisphosphine ligated Ag60 nanocluster, [{Cl@Ag12}@Ag48(dppm)12], has been discovered and characterized by X-ray crystallog..

Desulfination versus decarboxylation as a means of generating three-and five-coordinate organopalladium complexes [(phen)(n)Pd(C6H5)]( ) (n=1 and 2) to study their fundamental bimolecular reactivity

Zilin Wang, Yang Yang, Paul S Donnelly, Allan J Canty, Richard AJ O'Hair

2019-03-01

Routes to the formation of the 1,10-phenanthroline (phen) ligated organopalladium complexes [(phen)Pd(C6H5)]+ and [(phen)2Pd(C6H5)..

Formation and reactions of the 1, 8-naphthyridine (napy) ligated geminally dimetallated phenyl complexes [(napy)Cu-2(Ph)]( ), [(napy)Ag-2(Ph)]( ) and [(napy)CuAg(Ph)]( )

Qiuyan Jin, Jiaye Li, Alireza Ariafard, Allan J Canty, Richard AJ O'Hair

2019-02-01

Gas-phase ion trap mass spectrometry experiments and density functional theory calculations have been used to examine the routes t..

Routes for the gas-phase total synthesis of dihydroxy magnesium carboxylate anions, [(RCO2)Mg(OH)(2)]-(R= CH3 and CH3(CH2)(14))

Jeppe Langeland, George N Khairallah, Allan J Canty, Richard AJ O'hair

2019-02-01

Dihydroxy magnesium carboxylates, [(RCO2)Mg(OH)2]–, a previously unknown class of compounds, have recently been discovered in mete..

Synthesis of Amidines by Palladium-Mediated CO2 Extrusion Followed by Insertion of Carbodiimides: Translating Mechanistic Studies to Develop a One-Pot Method

Yang Yang, Asif Noor, Allan J Canty, Alireza Ariafard, Paul S Donnelly, Richard AJ O'Hair

2019-01-28

A palladium-mediated one-pot synthesis of amidines from aromatic carboxylic acids and carbodiimides (RNCNR) is reported as an isoe..

Regioselectivity of aryl radical attack onto isocyanates and isothiocyanates

Geethika K Weragoda, Rowan L Pilkington, Anastasios Polyzos, Richard AJ O'Hair

2018-12-14

The combination of multistage mass spectrometry experiments employing the distonic radical approach together with DFT calculations..

Synthesis, structure, and condensed-phase reactivity of [Ag-3(mu(3)-H)(mu(3)-BH4)L-3(Ph)](BF4) (L-Ph = bis(diphenylphosphino) amine) with CS2

Howard Z Ma, Jonathan M White, Roger J Mulder, Gavin E Reid, Allan J Canty, Richard AJ O'Hair

2018-11-07

Electrospray ionisation mass spectrometry (ESI-MS) was used to monitor the reaction of AgBF4, bis(diphenylphosphino)amine (dppa = ..

Unimolecular reactivity of organotrifluoroborate anions, RBF3-, and their alkali metal cluster ions, M(RBF3)(2)(-) (M = Na, K; R = CH3, CH3CH2, CH3(CH2)(3), CH3(CH2)(5), c-C3H5, C6H5, C6H5CH2, CH2CHCH2, CH2CH, C6H5CO)

Fiona LB Bathie, Chris J Bowen, Craig A Hutton, Richard AJ O'Hair

2018-07-15

RATIONALE: Potassium organotrifluoroborates (RBF3 K) are important reagents used in organic synthesis. Although mass spectrometry ..