Search Results - "Lennox, Alastair J J"
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Transmetalation in the Suzuki-Miyaura Coupling: The Fork in the Trail
Published in Angewandte Chemie International Edition (15-07-2013)“…The Suzuki–Miyaura coupling is one of the few transition‐metal‐catalyzed CC bond‐forming reactions that have been used in applications ranging from discovery…”
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Electrode Materials in Modern Organic Electrochemistry
Published in Angewandte Chemie International Edition (19-10-2020)“…The choice of electrode material is critical for achieving optimal yields and selectivity in synthetic organic electrochemistry. The material imparts…”
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3
Direct electrochemical hydrodefluorination of trifluoromethylketones enabled by non-protic conditions
Published in Chemical science (Cambridge) (04-08-2021)“…CF 2 H groups are unique due to the combination of their lipophilic and hydrogen bonding properties. The strength of H-bonding is determined by the group to…”
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Electronically Ambivalent Hydrodefluorination of Aryl‐CF3 groups enabled by Electrochemical Deep‐Reduction on a Ni Cathode
Published in Angewandte Chemie International Edition (13-03-2023)“…The Ar‐CF2H moiety is featured in an increasing number of bioactive compounds due to its unique combination of properties. The hydrodefluorination of Ar‐CF3…”
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Electrochemical Aminoxyl-Mediated α‑Cyanation of Secondary Piperidines for Pharmaceutical Building Block Diversification
Published in Journal of the American Chemical Society (12-09-2018)“…Secondary piperidines are ideal pharmaceutical building blocks owing to the prevalence of piperidines in commercial drugs. Here, we report an electrochemical…”
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Organotrifluoroborate Hydrolysis: Boronic Acid Release Mechanism and an Acid–Base Paradox in Cross-Coupling
Published in Journal of the American Chemical Society (02-05-2012)“…The hydrolysis of potassium organotrifluoroborate (RBF3K) reagents to the corresponding boronic acids (RB(OH)2) has been studied in the context of their…”
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Unravelling the Mechanism of Basic Aqueous Methanol Dehydrogenation Catalyzed by Ru–PNP Pincer Complexes
Published in Journal of the American Chemical Society (16-11-2016)“…Ruthenium PNP complex 1a (RuH(CO)Cl(HN(C2H4Pi-Pr2)2)) represents a state-of-the-art catalyst for low-temperature (<100 °C) aqueous methanol dehydrogenation…”
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Intramolecular Alkene Fluoroarylation of Phenolic Ethers Enabled by Electrochemically Generated Iodane
Published in Journal of organic chemistry (19-11-2021)“…The 3-substituted chromane core is found in several bioactive natural products. Herein, we describe a route to 3-fluorinated chromanes from allylic phenol…”
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Electrochemical synthesis of biaryls by reductive extrusion from N,N’-diarylureas
Published in Nature communications (28-07-2023)“…The synthesis of biaryl compounds by the transition-metal free coupling of arenes is an important contemporary challenge, aiming to avoid the toxicity and cost…”
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Copper-Based Photosensitisers in Water Reduction: A More Efficient In Situ Formed System and Improved Mechanistic Understanding
Published in Chemistry : a European journal (22-01-2016)“…The reduction of water has been achieved through a non‐noble‐metal‐based homogeneous catalyst system that is formed in situ. Optimisation of the ligand…”
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Preparation of Organotrifluoroborate Salts: Precipitation-Driven Equilibrium under Non-Etching Conditions
Published in Angewandte Chemie International Edition (10-09-2012)“…Simple, rapid, and scaleable: In contrast to current procedures using corrosive HF/MF or MHF2 reagents (M=e.g. K), a wide range of trifluoroborates can be…”
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12
Dichloromeldrum’s Acid (DiCMA): A Practical and Green Amine Dichloroacetylation Reagent
Published in Organic letters (07-05-2021)“…Dichloromeldrum’s acid is introduced as a bench-stable, nonvolatile reagent for the dichloroacetylation of anilines and alkyl amines to produce…”
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Aryl Trifluoroborates in Suzuki-Miyaura Coupling: The Roles of Endogenous Aryl Boronic Acid and Fluoride
Published in Angewandte Chemie (International ed.) (12-07-2010)“…Undercover agents: The biaryl coupling of an aryltrifluoroborate with an aryl bromide involves in situ hydrolysis of the boron reagent. The hydrolysis products…”
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14
Diastereodivergent nucleophile–nucleophile alkene chlorofluorination
Published in Nature chemistry (01-10-2024)“…The selective hetero-dihalogenation of alkenes provides useful building blocks for a broad range of chemical applications. Unlike homo-dihalogenation,…”
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Electrochemical Vicinal Difluorination of Alkenes: Scalable and Amenable to Electron‐Rich Substrates
Published in Angewandte Chemie International Edition (13-01-2020)“…Fluorinated alkyl groups are important motifs in bioactive compounds, positively influencing pharmacokinetics, potency and conformation. The oxidative…”
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Selective electrochemical generation of benzylic radicals enabled by ferrocene-based electron-transfer mediators
Published in Chemical science (Cambridge) (2018)“…The generation and intermolecular functionalisation of carbon-centred radicals has broad potential synthetic utility. Herein, we show that benzylic radicals…”
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Minimal manual input
Published in Nature chemistry (01-02-2020)“…Synthetic organic chemistry is increasingly automated, data rich and intelligent. At the Automated Synthesis Forum, industry and academia showcased their…”
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Structure‐Activated Copper Photosensitisers for Photocatalytic Water Reduction
Published in Chemistry : a European journal (13-03-2017)“…A series of phenanthroline‐based ligands have been synthesised and their influence as bidentate nitrogen ligands in heteroleptic [Cu(P^P)(N^N)]+…”
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Benzylic C(sp 3 )-H fluorination
Published in Beilstein journal of organic chemistry (10-07-2024)“…The selective fluorination of C(sp )-H bonds is an attractive target, particularly for pharmaceutical and agrochemical applications. Consequently, over recent…”
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Open‐ESyn: A 3D‐Printed Toolkit for Expanded ElectraSyn Functionality and Reproducibility for Electrosynthesis
Published in ChemElectroChem (04-11-2024)“…Electrosynthetic reactions are performed in either custom‐made reactors that are developed and machined in‐house or commercially available systems that offer…”
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