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• Journal article
  Braddock DC, Lickiss PD, Rowley BC, Pugh D, Purnomo T, Santhakumar G, Fussell SJet al., 2018,

  Tetramethyl Orthosilicate (TMOS) as a Reagent for Direct Amidation of Carboxylic Acids

  , ORGANIC LETTERS, Vol: 20, Pages: 950-953, ISSN: 1523-7060
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  • Citations: 45
• Journal article
  Lo QA, Sale D, Braddock DC, Davies RPet al., 2018,

  Mechanistic and Performance Studies on the Ligand-Promoted Ullmann Amination Reaction

  , ACS CATALYSIS, Vol: 8, Pages: 101-109, ISSN: 2155-5435
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  • Citations: 26
• Journal article
  Bahou KA, Braddock DC, Meyer AG, Savage GPet al., 2017,

  Kinetic Benchmarking Reveals the Competence of Prenyl Groups in Ring-Closing Metathesis

  , ORGANIC LETTERS, Vol: 19, Pages: 5332-5335, ISSN: 1523-7060
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  • Citations: 8
• Journal article
  Clarke J, Bonney KJ, Yaqoob M, Solanki S, Rzepa HS, White AJP, Millan DS, Braddock DCet al., 2016,

  Epimeric Face-Selective Oxidations and Diastereodivergent Transannular Oxonium Ion Formation Fragmentations: Computational Modeling and Total Syntheses of 12-Epoxyobtusallene IV, 12-Epoxyobtusallene II, Obtusallene X, Marilzabicycloallene C, and Marilzabicycloallene D

  , Journal of Organic Chemistry, Vol: 81, Pages: 9539-9552, ISSN: 0022-3263

  The total syntheses of 12-epoxyobtusallene IV, 12-epoxyobtusallene II, obtusallene X, marilzabicycloallene C, and marilzabicycloallene D as halogenated C15-acetogenin 12-membered bicyclic and tricyclic ether bromoallene-containing marine metabolites from Laurencia species are described. Two enantiomerically pure C4-epimeric dioxabicyclo[8.2.1]tridecenes were synthesized by E-selective ring-closing metathesis where their absolute stereochemistry was previously set via catalytic asymmetric homoallylic epoxidation and elaborated via regioselective epoxide-ring opening and diastereoselective bromoetherification. Epimeric face-selective oxidation of their Δ12,13 olefins followed by bromoallene installation allowed access to the oppositely configured 12,13-epoxides of 12-epoxyobtusallene II and 12-epoxyobtusallene IV. Subsequent exploration of their putative biomimetic oxonium ion formation-fragmentations reactions revealed diastereodivergent pathways giving marilzabicycloallene C and obtusallene X, respectively. The original configurations of the substrates evidently control oxonium ion formation and their subsequent preferred mode of fragmentation by nucleophilic attack at C9 or C12. Quantum modeling of this stereoselectivity at the ωB97X-D/Def2-TZVPPD/SCRF = methanol level revealed that in addition to direction resulting from hydrogen bonding, the dipole moment of the ion-pair transition state is an important factor. Marilzabicycloallene D as a pentahalogenated 12-membered bicyclic ether bromoallene was synthesized by a face-selective chloronium ion initiated oxonium ion formation-fragmentation process followed by subsequent bromoallene installation.

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  • Citations: 14
• Journal article
  Braddock DC, Mahtey A, Rzepa HS, White AJPet al., 2016,

  Stable bromoallene oxides

  , Chemical Communications, Vol: 52, Pages: 11219-11222, ISSN: 1364-548X

  The first stable bromoallene oxides were obtained by the DMDO epoxidation of 1-bromo-1,3-di-tert-alkylallenes, producing the first crystalline allene oxide of any kind. The epoxidations are regioselective for the bromine-bearing Δ1,2 alkene, and also face selective producing single diastereomer E-olefin products.

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• Journal article
  Sung S, Sale D, Braddock DC, Armstrong A, Brennan C, Davies RPet al., 2016,

  Mechanistic Studies on the Copper-Catalyzed N-Arylation of Alkylamines Promoted by Organic Soluble Ionic Bases

  , ACS CATALYSIS, Vol: 6, Pages: 3965-3974, ISSN: 2155-5435
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  • Citations: 28
• Journal article
  Campbell J, Burgal JDS, Szekely G, Davies RP, Braddock DC, Livingston A, Campbell J, Burgal JDS, Szekely G, Davies RP, Braddock DC, Livingston A, Campbell J, Burgal JDS, Szekely G, Davies RP, Braddock DC, Livingston Aet al., 2016,

  Hybrid polymer/MOF membranes for Organic Solvent Nanofiltration (OSN): Chemical modification and the quest for perfection

  , Journal of Membrane Science, Vol: 503, Pages: 166-176, ISSN: 0376-7388

  One of the main challenges in the field of Organic Solvent Nanofiltration (OSN) is to improve the selectivity of membranes, allowing the separation of closely related solutes. This objective might be achieved by constructing membranes with uniform porous structures. Hybrid Polymer/Metal Organic Framework (MOF) membranes were prepared by in-situ growth (ISG) of HKUST-1 within the pores of polyimide membranes. To improve the performances of ISG membranes, chemical modification was performed. Aryl carboxylic acid moieties were introduced to polyimide P84 ultrafiltration membranes allowing coordination of the HKUST-1 directly on to the polymer. Chemically modified ISG membranes outperformed non-modified ISG membranes in both solute retentions and permeance. Retentions of polystyrene solute in acetone were used to calculate theoretical pore size distributions for each of the membranes tested. It was found that the chemically modified ISG membrane had he narrowest calculated pore size distribution.

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  • Citations: 122
• Journal article
  Sung S, Braddock DC, Armstrong A, Brennan C, Sale D, White AJP, Davies RPet al., 2015,

  Synthesis, Characterisation and Reactivity of Copper(I) Amide Complexes and Studies on Their Role in the Modified Ullmann Amination Reaction

  , CHEMISTRY-A EUROPEAN JOURNAL, Vol: 21, Pages: 7179-7192, ISSN: 0947-6539
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  • Citations: 19
• Journal article
  Campbell J, Davies RP, Braddock DC, Livingston AGet al., 2015,

  Improving the permeance of hybrid polymer/metal-organic framework (MOF) membranes for organic solvent nanofiltration (OSN) - development of MOF thin films via interfacial synthesis

  , JOURNAL OF MATERIALS CHEMISTRY A, Vol: 3, Pages: 9668-9674, ISSN: 2050-7488
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  • Citations: 113
• Journal article
  Campbell J, Szekely G, Davies RP, Braddock DC, Livingston AGet al., 2014,

  Fabrication of hybrid polymer/metal organic framework membranes: mixed matrix membranes versus in situ growth

  , Journal of Materials Chemistry A, Vol: 2, Pages: 9260-9271, ISSN: 2050-7488

  Hybrid polymer/metal organic framework (MOF) membranes have been prepared using either a mixed matrix membrane (MMM) or in situ growth (ISG) approach and were evaluated for application in organic solvent nanofiltration (OSN). MMMs were produced by dispersing pre-formed particles of the MOF HKUST-1 in polyimide P84 dope solutions. MMMs demonstrated both (i) higher rejections of styrene oligomers and (ii) lower flux decline than the polymeric control membranes. Furthermore, an alternative hybrid membrane fabrication methodology – in situ growth (ISG) of HKUST-1 in integrally skinned asymmetric polymer membrane supports – has been successfully demonstrated. Ultrafiltration support membranes were submerged in HKUST-1 precursor solutions in order to promote the growth of MOF within the porous structure of the polymer membranes. The presence of HKUST-1 in the membranes was proven with X-ray powder diffraction (XRPD). Energy-dispersive X-ray spectroscopy (EDX) was used to reveal the distribution of HKUST-1 throughout the ISG membranes, and was found to be even across the surface and throughout the cross-section. The ISG membranes also had higher solute rejections and lower flux decline than the MMMs.

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• Journal article
  Braddock DC, Gao AX, White AJP, Whyte Met al., 2014,

  Studies towards the synthesis of halomon: asymmetric hexafunctionalisation of myrcene

  , CHEMICAL COMMUNICATIONS, Vol: 50, Pages: 13725-13728, ISSN: 1359-7345
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  • Citations: 6
• Journal article
  Braddock DC, Sbircea D-T, 2014,

  Proof-of-principle direct double cyclisation of a linear C-15-precursor to a dibrominated bicyclic medium-ring ether relevant to Laurencia species

  , CHEMICAL COMMUNICATIONS, Vol: 50, Pages: 12691-12693, ISSN: 1359-7345
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  • Citations: 12
• Journal article
  Kim M-S, Buisson LA, Heathcote DA, Hu H, Braddock DC, Barrett AGM, Ashton-Rickardt PG, Snyder JPet al., 2014,

  Approaches to design non-covalent inhibitors for human granzyme B (hGrB)

  , ORGANIC & BIOMOLECULAR CHEMISTRY, Vol: 12, Pages: 8952-8965, ISSN: 1477-0520
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  • Citations: 7
• Journal article
  Armstrong A, Braddock DC, Jones AX, Clark Set al., 2013,

  Catalytic asymmetric bromolactonization reactions using (DHQD)(2)PHAL-benzoic acid combinations

  , TETRAHEDRON LETTERS, Vol: 54, Pages: 7004-7008, ISSN: 0040-4039
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  • Citations: 43
• Journal article
  Braddock DC, Marklew JS, Foote KM, White AJPet al., 2013,

  An Enantiospecific Polyene Cyclization Initiated by an Enantiomerically Pure Bromonium Ion

  , CHIRALITY, Vol: 25, Pages: 692-700, ISSN: 0899-0042
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  • Citations: 14

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