Ivana Fleischer

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Organization: University of Regensburg , Germany
Department: Institute of Organic Chemistry
Title: (PhD)

TOPICS

Co-reporter:Vera Hirschbeck, Paul H. Gehrtz, and Ivana Fleischer
Journal of the American Chemical Society 2016 Volume 138(Issue 51) pp:16794-16799
Publication Date(Web):November 30, 2016
DOI:10.1021/jacs.6b11020
A palladium-catalyzed thiocarbonylation of styrene derivatives is reported for the first time. The combination of thiols as nucleophiles and a bidentate ligand ensures a unique reaction outcome with high regioselectivity toward the more valuable branched isomer and new reactivity. The ambient reaction conditions (temperature, catalyst loading) and the use of a CO surrogate render this transformation a useful method for the synthesis of thioesters from available feedstock. Various functional groups on arene and thiol substituents are tolerated by the system. Notably, challenging ortho-substituted styrenes are converted with unprecedentedly high regioselectivity.
Co-reporter:Dr. Ivana Fleischer
Angewandte Chemie International Edition 2016 Volume 55( Issue 27) pp:7582-7584
Publication Date(Web):
DOI:10.1002/anie.201603672
Co-reporter:Dr. Ivana Fleischer
Angewandte Chemie 2016 Volume 128( Issue 27) pp:7708-7710
Publication Date(Web):
DOI:10.1002/ange.201603672
Co-reporter:Dr. Ivana Fleischer
Angewandte Chemie 2016 Volume 128( Issue 30) pp:8626-8628
Publication Date(Web):
DOI:10.1002/ange.201605274
Co-reporter:Dr. Ivana Fleischer
Angewandte Chemie International Edition 2016 Volume 55( Issue 30) pp:8486-8488
Publication Date(Web):
DOI:10.1002/anie.201605274
Co-reporter:P. H. Gehrtz, V. Hirschbeck and I. Fleischer  
Chemical Communications 2015 vol. 51(Issue 63) pp:12574-12577
Publication Date(Web):02 Jul 2015
DOI:10.1039/C5CC05012J
Herein, we report a Pd-catalysed alkoxycarbonylation of alkenes based on the use of a recyclable CO2 reduction product, the crystalline and air-stable N-formylsaccharin, as a CO surrogate. The carbonylation proceeds under ambient conditions in an exceptionally complementary regioselective fashion yielding the desired branched products from styrene derivatives and valuable linear esters from alkyl-substituted alkenes.
Co-reporter:Irina Profir, Matthias Beller and Ivana Fleischer  
Organic & Biomolecular Chemistry 2014 vol. 12(Issue 36) pp:6972-6976
Publication Date(Web):30 Jul 2014
DOI:10.1039/C4OB01246A
An alternative ruthenium-based catalyst for the hydroesterification of olefins with formates is reported. The good activity of our system is ensured by the use of a bidentate P,N-ligand and ruthenium dodecacarbonyl. A range of formates can be used for selective alkoxycarbonylation of aromatic olefins. In addition, the synthesis of selected aliphatic esters is realized. The proposed active ruthenium complex has been isolated and characterized.
Co-reporter:Dr. Qiang Liu;Lipeng Wu;Dr. Ivana Fleischer;Dr. Detlef Selent;Dr. Robert Franke;Dr. Ralf Jackstell;Dr. Matthias Beller
Chemistry - A European Journal 2014 Volume 20( Issue 23) pp:6888-6894
Publication Date(Web):
DOI:10.1002/chem.201400358

Abstract

An efficient domino ruthenium-catalyzed reverse water-gas-shift (RWGS)-hydroformylation-reduction reaction of olefins to alcohols is reported. Key to success is the use of specific bulky phosphite ligands and triruthenium dodecacarbonyl as the catalyst. Compared to the known ruthenium/chloride system, the new catalyst allows for a more efficient hydrohydroxymethylation of terminal and internal olefins with carbon dioxide at lower temperature. Unwanted hydrogenation of the substrate is prevented. Preliminary mechanism investigations uncovered the homogeneous nature of the active catalyst and the influence of the ligand and additive in individual steps of the reaction sequence.

Co-reporter:Dr. Qiang Liu;Lipeng Wu;Dr. Ivana Fleischer;Dr. Detlef Selent;Dr. Robert Franke;Dr. Ralf Jackstell;Dr. Matthias Beller
Chemistry - A European Journal 2014 Volume 20( Issue 23) pp:
Publication Date(Web):
DOI:10.1002/chem.201400435

Abstract

Invited for the cover of this issue is the group of Matthias Beller at the Leibniz-Institut für Katalyse e.V. an der Universität Rostock. The image depicts how ruthenium catalysts can effectively decreases the activation energy to promote the activation of CO2. Read the full text of the article at 10.1002/chem.201400358.

Co-reporter:Dr. Qiang Liu;Lipeng Wu;Dr. Ivana Fleischer;Dr. Detlef Selent;Dr. Robert Franke;Dr. Ralf Jackstell;Dr. Matthias Beller
Chemistry - A European Journal 2014 Volume 20( Issue 23) pp:
Publication Date(Web):
DOI:10.1002/chem.201490091
Co-reporter:P. H. Gehrtz, V. Hirschbeck and I. Fleischer
Chemical Communications 2015 - vol. 51(Issue 63) pp:NaN12577-12577
Publication Date(Web):2015/07/02
DOI:10.1039/C5CC05012J
Herein, we report a Pd-catalysed alkoxycarbonylation of alkenes based on the use of a recyclable CO2 reduction product, the crystalline and air-stable N-formylsaccharin, as a CO surrogate. The carbonylation proceeds under ambient conditions in an exceptionally complementary regioselective fashion yielding the desired branched products from styrene derivatives and valuable linear esters from alkyl-substituted alkenes.
Co-reporter:Irina Profir, Matthias Beller and Ivana Fleischer
Organic & Biomolecular Chemistry 2014 - vol. 12(Issue 36) pp:NaN6976-6976
Publication Date(Web):2014/07/30
DOI:10.1039/C4OB01246A
An alternative ruthenium-based catalyst for the hydroesterification of olefins with formates is reported. The good activity of our system is ensured by the use of a bidentate P,N-ligand and ruthenium dodecacarbonyl. A range of formates can be used for selective alkoxycarbonylation of aromatic olefins. In addition, the synthesis of selected aliphatic esters is realized. The proposed active ruthenium complex has been isolated and characterized.
Benzoic acid, 3-ethenyl-4-hydroxy-, methyl ester
Phenol, 2-(1,3-butadienyl)-
6-Vinylnaphthalen-2-ol
2,4,6-Trioxa-8-phosphatricyclo[3.3.1.13,7]decane,1,3,5,7-tetramethyl-8-phenyl-
Ferrocene,1-[bis(1,1-dimethylethyl)phosphino]-1'-(diphenylphosphino)- (9CI)
Phenol, 2-ethenyl-4-methyl-
Benzyl but-2-enoate
Phenol, 2-ethenyl-, acetate
Propanoic acid,2-methyl-3-oxo-, methyl ester
2-Butenoic acid, methyl ester