- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Metal-Catalyzed Oxygenation Mechanisms
- Oxidative Organic Chemistry Reactions
- Porphyrin and Phthalocyanine Chemistry
- Catalytic C–H Functionalization Methods
- CO2 Reduction Techniques and Catalysts
- Vanadium and Halogenation Chemistry
- Metal complexes synthesis and properties
- Asymmetric Hydrogenation and Catalysis
- Synthesis and Catalytic Reactions
- Synthetic Organic Chemistry Methods
- Asymmetric Synthesis and Catalysis
- Inorganic and Organometallic Chemistry
- Advanced Photocatalysis Techniques
- Neuroscience and Neuropharmacology Research
- Catalysis and Oxidation Reactions
- Solid-state spectroscopy and crystallography
- Electrochemical sensors and biosensors
- Carbon dioxide utilization in catalysis
- Drug Transport and Resistance Mechanisms
- Glass properties and applications
- Molecular Sensors and Ion Detection
- Catalytic Cross-Coupling Reactions
- Crystallography and molecular interactions
State Key Laboratory of Synthetic Chemistry
2013-2020
University of Hong Kong
2013-2020
Institut de Recherche et d’Innovation
2018
Institute of Molecular Functional Materials
2013-2017
Princeton University
1973
Abstract The development of environmentally benign catalysts for highly enantioselective asymmetric cis ‐dihydroxylation (AD) alkenes with broad substrate scope remains a challenge. By employing [Fe II (L)(OTf) 2 ] (L= N , ′‐dimethyl‐ ′‐bis(2‐methyl‐8‐quinolyl)‐cyclohexane‐1,2‐diamine) as catalyst, ‐diols in up to 99.8 % ee 85 isolated yield have been achieved AD H O an oxidant and limiting amount. This “[Fe ]+H ” method is applicable both ( E )‐alkenes terminal (24 examples >80 1 g...
Fe<sup>IV</sup>=O and/or Fe<sup>V</sup>=O intermediates are suggested to be involved in water oxidation with [NH<sub>4</sub>]<sub>2</sub>[Ce<sup>IV</sup>(NO<sub>3</sub>)<sub>6</sub>], NaIO<sub>4</sub>, or Oxone catalyzed by [Fe<sup>III</sup>(L1)Cl<sub>2</sub>]<sup>+</sup> (<bold>1</bold>) on the basis of spectroscopic measurements and DFT calculations.
<italic>cis</italic>-[Co(PDP)Cl<sub>2</sub>] complex mediated reduction conversion of CO<sub>2</sub> to CO under photocatalytic or electrocatalytic conditions with high turnovers Faraday efficiency.
Abstract The oxidation of light alkanes that is catalyzed by heme and nonheme iron enzymes widely proposed to involve highly reactive {Fe V O} species or IV ligand cation radicals. identification these high‐valent the development an iron‐catalyzed under mild conditions are vital importance. Herein, a combination tridentate bidentate ligands was used for generation {FeO} species. A method employs [Fe III (Me 3 tacn)(Cl‐acac)Cl] + as catalyst in presence oxone developed hydrocarbons,...
[Fe<sup>III</sup>(TF<sub>4</sub>DMAP)OTf] catalysed anti-Markovnikov oxidation of terminal aryl alkenes to aldehydes and the transformation <italic>N</italic>-methyl tertiary amines formamides with H<sub>2</sub>O<sub>2</sub> as a oxidant moderate good product yields.
Amination of CH bonds catalyzed by transition metal complexes via nitrene/imide insertion is an appealing strategy for CN bond formation, and the use iminoiodinanes, or their in situ generated forms from 'PhI(OAc)2 +primary amides (such as sulfonamides, sulfamates, carbamates)', nitrogen sources amination reaction has been well documented. In this work, a 'metal catalyst+PhI(OAc)2 arylamines' protocol developed using [Fe(F20 TPP)Cl] (H2 F20 TPP=meso-tetrakis(pentafluorophenyl)porphyrin)...
Iron-catalyzed highly regio- and enantioselective organic transformations with generality broad substrate scope have profound applications in modern synthetic chemistry; an example is herein described based on cis-FeII complexes having metal- ligand-centered chirality. The cis-β FeII(N4) complex [FeII(L)(OTf)2] (L = N,N'-bis(2,3-dihydro-1H-cyclopenta-[b]quinoline-5-yl)-N,N'-dimethylcyclohexane-1,2-diamine) effective chiral catalyst for alkylation of N-heteroaromatics α,β-unsaturated 2-acyl...
Abstract Reliable methods for enantioselective cis ‐dihydroxylation of trisubstituted alkenes are scarce. The iron(II) complex ‐α‐[Fe II (2‐Me 2 ‐BQPN)(OTf) ], which bears a tetradentate N 4 ligand (Me ‐BQPN=( R , )‐ N′ ‐dimethyl‐ ‐bis(2‐methylquinolin‐8‐yl)‐1,2‐diphenylethane‐1,2‐diamine), was prepared and characterized. With this as the catalyst, broad range electron‐deficient were efficiently oxidized to chiral ‐diols in yields up 98 % 99.9 ee when using hydrogen peroxide (H O ) oxidant...
Two cytotoxic iron(II) complexes [Fe(L)(CH3 CN)n ](ClO4 )2 (L=qpy for Fe-1 a, Py5 -OH Fe-2 a) were synthesized. Both are stable against spontaneous demetalation and oxidation in buffer solutions. Cyclic voltammetry measurements revealed the higher stability of a (+0.82 V vs Fc) Fe(II) to Fe(III) than (+0.57 Fc). These two display potent cytotoxicity at micromolar level panel cancer cell lines (Fe-1 a=0.8-3.1 μM; a=0.6-3.4 μM), induce apoptosis that involves caspase activation. Transcriptomic...
Abstract The oxidation of light alkanes that is catalyzed by heme and nonheme iron enzymes widely proposed to involve highly reactive {Fe V O} species or IV ligand cation radicals. identification these high‐valent the development an iron‐catalyzed under mild conditions are vital importance. Herein, a combination tridentate bidentate ligands was used for generation {FeO} species. A method employs [Fe III (Me 3 tacn)(Cl‐acac)Cl] + as catalyst in presence oxone developed hydrocarbons,...
Abstract The development of environmentally benign catalysts for highly enantioselective asymmetric cis ‐dihydroxylation (AD) alkenes with broad substrate scope remains a challenge. By employing [Fe II (L)(OTf) 2 ] (L= N , ′‐dimethyl‐ ′‐bis(2‐methyl‐8‐quinolyl)‐cyclohexane‐1,2‐diamine) as catalyst, ‐diols in up to 99.8 % ee 85 isolated yield have been achieved AD H O an oxidant and limiting amount. This “[Fe ]+H ” method is applicable both ( E )‐alkenes terminal (24 examples >80 1 g...
The development of a new triggered-release system for selective detection catecholamines in biological samples including living cells is reported. Catecholamines are class tightly regulated hormones and neurotransmitters the human body their dysregulation implicated various neurodegenerative diseases. It highly challenging to selectively sense detect complex environment due small size, non-specific molecular shape trivial chemical properties. In this study, copper-based,...
We report the first examples of ruthenium complexes cis-[(N4)RuIIICl2]+ and cis-[(N4)RuII(OH2)2]2+ supported by chiral tetradentate amine ligands (N4), together with a high-valent cis-dioxo complex cis-[(N4)RuVI(O)2]2+ N4 ligand mcp (mcp = N,N'-dimethyl-N,N'-bis(pyridin-2-ylmethyl)cyclohexane-1,2-diamine). The X-ray crystal structures cis-[(mcp)RuIIICl2](ClO4) (1a), cis-[(Me2mcp)RuIIICl2]ClO4 (2a) cis-[(pdp)RuIIICl2](ClO4) (3a) (Me2mcp...
A series of cis-dioxorhenium(V) complexes containing chiral tetradentate N4 ligands, including cis-[ReV(O)2(pyxn)]+ (1; pyxn = N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)cyclohexane-1,2-diamine), cis-[ReV(O)2(6-Me2pyxn)]+ (cis-2), cis-[ReV(O)2(R,R-pdp)]+ (3; R,R-pdp 1,1'-bis((R,R)-2-pyridinylmethyl)-2,2'-bipyrrolidine), cis-[ReV(O)2(R,R-6-Me2pdp)]+ (4), and cis-[ReV(O)2(bqcn)]+ (5; bqcn N,N'-dimethyl-N,N'-di(quinolin-8-yl)cyclohexane-1,2-diamine), were synthesized. Their structures established...
DFT calculations are performed on [Ru(II)(bpy)2(tmen)](2+) (M1, tmen = 2,3-dimethyl-2,3-butanediamine) and [Ru(II)(bpy)2(heda)](2+) (M2, head 2,5-dimethyl-2,5-hexanediamine), the oxidation reactions of M1 to give C-C bond cleavage product [Ru(II)(bpy)2(NH=CMe2)2](2+) (M3) N-O formation [Ru(II)(bpy)2(ONCMe2CMe2NO)](2+) (M4). The calculated geometrical parameters potentials in good agreement with experimental data. As revealed by calculations, (M1) can undergo oxidative deprotonation generate...
Abstract Ruthenium(II) complexes bearing a tridentate bis(N‐heterocyclic carbene) ligand reacted with iminoiodanes (PhI=NR) resulting in the formation of isolable ruthenium(III)–amido intermediates, which underwent cleavage C−N bond and an N‐substituted imine group. The Ru III –amido intermediates have been characterized by 1 H NMR, UV/Vis, ESI‐MS, X‐ray crystallography. DFT calculations were performed to provide insight into reaction mechanism.
Biokompatible Metallkatalysatoren sind hoch interessant für die asymmetrische cis-Dihydroxylierung (AD) von trisubstituierten Alkenen, in der bislang OsO4-basierte Katalysatoren breit eingesetzt wurden. In ihrem Forschungsartikel auf S. 16704 beschreiben C.-M. Che und Mitarbeiter eine Methode basierend cis-FeII mit einem chiralen N4-Liganden H2O2, komplementär zur OsO4-Methode ist verschiedene trisubstituierte Alkene exzellenter Enantioselektivität unter milden Bedingungen cis-Diole überführt.
Abstract Reliable methods for enantioselective cis ‐dihydroxylation of trisubstituted alkenes are scarce. The iron(II) complex ‐α‐[Fe II (2‐Me 2 ‐BQPN)(OTf) ], which bears a tetradentate N 4 ligand (Me ‐BQPN=( R , )‐ N′ ‐dimethyl‐ ‐bis(2‐methylquinolin‐8‐yl)‐1,2‐diphenylethane‐1,2‐diamine), was prepared and characterized. With this as the catalyst, broad range electron‐deficient were efficiently oxidized to chiral ‐diols in yields up 98 % 99.9 ee when using hydrogen peroxide (H O ) oxidant...