A5005646401- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Synthetic Organic Chemistry Methods
- Catalytic Cross-Coupling Reactions
- Organoboron and organosilicon chemistry
- Crystallography and molecular interactions
- Synthesis and Properties of Aromatic Compounds
- Conducting polymers and applications
- Organic Electronics and Photovoltaics
- Polyoxometalates: Synthesis and Applications
- Advanced Polymer Synthesis and Characterization
- Photochromic and Fluorescence Chemistry
- Asymmetric Hydrogenation and Catalysis
- Luminescence and Fluorescent Materials
- Graphene research and applications
- DNA and Nucleic Acid Chemistry
- Silicone and Siloxane Chemistry
- Diamond and Carbon-based Materials Research
- Catalytic C–H Functionalization Methods
- Carbon Nanotubes in Composites
- Cyclopropane Reaction Mechanisms
- Polymer Nanocomposites and Properties
- Carbon dioxide utilization in catalysis
- Perovskite Materials and Applications
- Organometallic Complex Synthesis and Catalysis
University of Vienna
2024-2025
Carnegie Mellon University
2019-2021
University of Manchester
2012-2017
Direct electrophilic borylation using Y(2)BCl (Y(2) = Cl(2) or o-catecholato) with equimolar AlCl(3) and a tertiary amine has been applied to wide range of arenes heteroarenes. In situ functionalization the ArBCl(2) products is possible TMS(2)MIDA, afford bench-stable easily isolable MIDA-boronates in moderate good yields. According combined experimental computational study, activated at 20 °C proceeds through an S(E)Ar mechanism borenium cations, [Y(2)B(amine)](+), key electrophiles. For...
In this paper, we report on a one-step catalyst-transfer macrocyclization (CTM) reaction, based the Pd-catalyzed Buchwald–Hartwig cross-coupling selectively affording only cyclic structures. This route offers versatile and efficient approach to synthesize aza[1n]paracyclophanes (APCs) featuring diverse functionalities lumens. The method operates at mild reaction temperatures (40 °C) short times (∼2 h), delivering excellent isolated yields (>75% macrocycles) up 30% of 6-membered cyclophane,...
Haloarenes undergo direct borylation using amine : BCl<sub>3</sub> AlCl<sub>3</sub> in the ratio of 1 2.
The present Protocol describes the application of catalyst-transfer macrocyclization (CTM) reaction, focusing on synthesis aza[1n]paracyclophanes (APCs). APCs are fully π-conjugated shape-persistent macrocycles with potential supramolecular chemistry and materials science applications. This method leverages Pd-catalyzed Buchwald–Hartwig cross-coupling reaction to selectively form cyclic structures, a significant advancement due its efficiency, versatility, scalability. Overall, this Article...
Electron-deficient (n-type) conjugated materials are commonly prepared via step-growth methods with limited control over the molecular weight and distribution of resulting polymers. In this communication, we demonstrate that Pd-dialkylbiarylphosphine catalysts enable chain-growth polymerization benzo[1,2,3]triazole using Suzuki-Miyaura coupling modest distributions (Đ ∼ 1.2-1.6). The importance a free ligand in reaction mixture during was established by analysis polymer samples GPC MALDI-TOF...
The synthesis of highly regioregular poly(3-hexylthiophene-2,5-diyl), rr-P3HT, by Suzuki–Miyaura polymerization is reported. key N-methyliminodiacetic acid (MIDA) boronate ester thienyl monomer was synthesized using a one-pot multigram scale procedure, in high purity, and good isolated yield (80%) direct electrophilic borylation. Conditions for the hydrolysis MIDA protecting group reaction were investigated. optimal procedure gave rr-P3HT with >98% HT couplings, excellent yields (up to 94%),...
Thienyl di-N-methyliminodiacetic acid (MIDA) boronate esters are readily synthesized by electrophilic C-H borylation producing bench stable crystalline solids in good yield and excellent purity. Optimal conditions for the slow release of boronic using KOH as base biphasic THF/water mixtures enables thienyl MIDA to be extremely effective homo-bifunctionalized (AA-type) monomers Suzuki-Miyaura copolymerizations with dibromo-heteroarenes (BB-type monomers). A single polymerization protocol is...
Borylation strategies to make AB Suzuki–Miyaura monomers for use in catalyst-transfer polymerization with nickel or palladium catalysts.
In this paper, we report on a one-step catalyst-transfer macrocyclization (CTM) reaction, based the Pd-catalyzed Buchwald-Hartwig cross-coupling selectively affording only cyclic structures. This route offers versatile and efficient approach to synthesize aza[1n]paracyclophanes (APCs) featuring diverse functionalities lumens. The method operates at mild reaction temperatures (40 °C) short times (~2 h), delivering excellent isolated yields (>75% macrocycles) up 30% of 6-membered...
In this paper, we report on a one-step catalyst-transfer macrocyclization (CTM) reaction, based the Pd-catalyzed Buchwald-Hartwig cross-coupling selectively affording only cyclic structures. This route offers versatile and efficient approach to synthesize aza[1n]paracyclophanes (APCs) featuring diverse functionalities lumens. The method operates at mild reaction temperatures (40 °C) short times (~2 h), delivering excellent isolated yields (>75% macrocycles) up 30% of 6-membered...
ABSTRACT Polytriarylamine copolymers can be prepared by Suzuki‐Miyaura cross‐coupling reactions of bis N ‐methyliminodiacetic acid (MIDA) boronate ester substituted arylamines with dibromo arenes. The roles solvent composition, temperature, reaction time, and co‐monomer structure were examined (co)polymers containing 9, 9‐dioctylfluorene (F8), 4‐sec‐butyl or 4‐octylphenyl diphenyl amine (TFB), , ′‐bis(4‐octylphenyl)‐ ′‐diphenyl phenylenediamine (PTB) units, using a Pd(OAc) 2...
Abstract Haloarenes undergo direct borylation using a mixture of amine, BCl 3 , and AlCl (1:1:2).