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An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Polymers, 2017
Hydrosilylation reactions, the (commonly) anti-Markovnikov additions of silanes to unsaturated bo... more Hydrosilylation reactions, the (commonly) anti-Markovnikov additions of silanes to unsaturated bonds present in compounds such as alkenes and alkynes, offer numerous unique and advantageous properties for the preparation of polymeric materials, such as high yields and stereoselectivity. These reactions require to be catalyzed, for which platinum compounds were used in the initial stages. Celebrating the 50th anniversary of hydrosilylations in polymer science and, concomitantly, five decades of continuously growing research, hydrosilylation reactions have advanced to a level that renders them predestined for transfer into commercial products on the large scale. Facing this potential transfer, this review addresses and discusses selected current trends of the scientific research in the area, namely low-cost transition metal catalysts (focusing on iron, cobalt, and nickel complexes), metal-free catalysts, non-thermally triggered hydrosilylation reactions (highlighting stimuli such as (UV-)light), and (potential) industrial applications (highlighting the catalysts used and products manufactured). This review focuses on the hydrosilylation reactions involving alkene reactants.
Organic & Biomolecular Chemistry, 2017
Responsive molecular motor-based bisthiourea organocatalysts were used in the enantioselective He... more Responsive molecular motor-based bisthiourea organocatalysts were used in the enantioselective Henry reaction to achieve efficient dual stereocontrol in the presence of an external base.
Chemistry - A European Journal, 2016
Take-down policy If you believe that this document breaches copyright please contact us providing... more Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.
Angewandte Chemie International Edition, 2015
Scheme 1. A) Schematic representation of achirality-switchable receptor.B)Isomerization and coord... more Scheme 1. A) Schematic representation of achirality-switchable receptor.B)Isomerization and coordination behavior of bisurea receptor 1. The (P,P)-trans:(M,M)-cis ratio at the photostationary state (PSS 312)is 20:80 and the thermal half-life (t 1/2)o f(M,M)-cis-1 is 147 hat208 8C. [12] The enantioselectivity for chiral binol phosphate is inverted upon lightand heat-induced switching between the cis isomers.
Journal of the American Chemical Society, 2014
Chemical Communications, 2014
Solvents and commercial starting materials were used as received (from Fluorochem or Sigma Aldric... more Solvents and commercial starting materials were used as received (from Fluorochem or Sigma Aldrich). Dibromo-motor 3, 1 catalyst 1 1 and 2-bromo-4-pyridyl(dimethyl)amine 2 were prepared as described in the literature. Technical grade solvents were used for extraction and chromatography. Merck silica gel 60 (230-400 mesh ASTM) was used in flash chromatography. UV/VIS measurements were performed on a Jasco V-630 spectrophotometer. CD measurements were performed on a Jasco J-815 CD spectrophotometer. UV irradiation experiments were carried out using a Spectroline model ENB-280C/FE lamp. NMR spectra were obtained using a Varian Mercury Plus (400 MHz) and a Varian VXR-300S (300 MHz). Chemical shift values are reported in ppm with the solvent resonance as the internal standard (CHCl 3 : 7.26 for 1 H, 77.0 for 13 C, DCM: 5.32 for 1 H, 53.8 for 13 C). Enantiomeric ratios were determined by HPLC analysis using a Shimadzu LC 10ADVP HPLC equipped with a Shimadzu SPDM10AVP diode array detector and chiral columns as indicated. Sample injections were made using an HP 6890 Series Auto sample Injector. Exact mass spectra were recorded on a LTQ Orbitrap XL (ESI+) or on a DART Xevo G2 QTof. Optical rotations were measured in CHCl 3 on a Perkin Elmer 241 MC polarimeter with a 10 cm cell (concentration c given in g/mL). All reactions requiring inert atmosphere were carried out under argon atmosphere using oven dried glassware and standard Schlenk techniques. Dichloromethane and toluene were used from the solvent purification system using a MBraun SPS-800 column. THF was distilled over sodium under nitrogen atmosphere prior to use. Melting points were determined using a Büchi Melting Point B-545.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Polymers, 2017
Hydrosilylation reactions, the (commonly) anti-Markovnikov additions of silanes to unsaturated bo... more Hydrosilylation reactions, the (commonly) anti-Markovnikov additions of silanes to unsaturated bonds present in compounds such as alkenes and alkynes, offer numerous unique and advantageous properties for the preparation of polymeric materials, such as high yields and stereoselectivity. These reactions require to be catalyzed, for which platinum compounds were used in the initial stages. Celebrating the 50th anniversary of hydrosilylations in polymer science and, concomitantly, five decades of continuously growing research, hydrosilylation reactions have advanced to a level that renders them predestined for transfer into commercial products on the large scale. Facing this potential transfer, this review addresses and discusses selected current trends of the scientific research in the area, namely low-cost transition metal catalysts (focusing on iron, cobalt, and nickel complexes), metal-free catalysts, non-thermally triggered hydrosilylation reactions (highlighting stimuli such as (UV-)light), and (potential) industrial applications (highlighting the catalysts used and products manufactured). This review focuses on the hydrosilylation reactions involving alkene reactants.
Organic & Biomolecular Chemistry, 2017
Responsive molecular motor-based bisthiourea organocatalysts were used in the enantioselective He... more Responsive molecular motor-based bisthiourea organocatalysts were used in the enantioselective Henry reaction to achieve efficient dual stereocontrol in the presence of an external base.
Chemistry - A European Journal, 2016
Take-down policy If you believe that this document breaches copyright please contact us providing... more Take-down policy If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.
Angewandte Chemie International Edition, 2015
Scheme 1. A) Schematic representation of achirality-switchable receptor.B)Isomerization and coord... more Scheme 1. A) Schematic representation of achirality-switchable receptor.B)Isomerization and coordination behavior of bisurea receptor 1. The (P,P)-trans:(M,M)-cis ratio at the photostationary state (PSS 312)is 20:80 and the thermal half-life (t 1/2)o f(M,M)-cis-1 is 147 hat208 8C. [12] The enantioselectivity for chiral binol phosphate is inverted upon lightand heat-induced switching between the cis isomers.
Journal of the American Chemical Society, 2014
Chemical Communications, 2014
Solvents and commercial starting materials were used as received (from Fluorochem or Sigma Aldric... more Solvents and commercial starting materials were used as received (from Fluorochem or Sigma Aldrich). Dibromo-motor 3, 1 catalyst 1 1 and 2-bromo-4-pyridyl(dimethyl)amine 2 were prepared as described in the literature. Technical grade solvents were used for extraction and chromatography. Merck silica gel 60 (230-400 mesh ASTM) was used in flash chromatography. UV/VIS measurements were performed on a Jasco V-630 spectrophotometer. CD measurements were performed on a Jasco J-815 CD spectrophotometer. UV irradiation experiments were carried out using a Spectroline model ENB-280C/FE lamp. NMR spectra were obtained using a Varian Mercury Plus (400 MHz) and a Varian VXR-300S (300 MHz). Chemical shift values are reported in ppm with the solvent resonance as the internal standard (CHCl 3 : 7.26 for 1 H, 77.0 for 13 C, DCM: 5.32 for 1 H, 53.8 for 13 C). Enantiomeric ratios were determined by HPLC analysis using a Shimadzu LC 10ADVP HPLC equipped with a Shimadzu SPDM10AVP diode array detector and chiral columns as indicated. Sample injections were made using an HP 6890 Series Auto sample Injector. Exact mass spectra were recorded on a LTQ Orbitrap XL (ESI+) or on a DART Xevo G2 QTof. Optical rotations were measured in CHCl 3 on a Perkin Elmer 241 MC polarimeter with a 10 cm cell (concentration c given in g/mL). All reactions requiring inert atmosphere were carried out under argon atmosphere using oven dried glassware and standard Schlenk techniques. Dichloromethane and toluene were used from the solvent purification system using a MBraun SPS-800 column. THF was distilled over sodium under nitrogen atmosphere prior to use. Melting points were determined using a Büchi Melting Point B-545.