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Research

Our research profile is based on the development of new catalytic transformations using Brønsted acids and their application in organic synthesis. Our main interrests are:

Acid-Catalyzed Hydrofunctionalization of Alkenes

The attachement of an activating group to alkene enables replacement of traditional metal catalysts by Brønsted acids in the hydrofunctionalization of alkenes. We seek for new reactivity and transformations. We have developed an acid-catalyzed hydroarylation of vinylphenols, which proceeds via stabilized intermediates and allows for the synthesis of a broad range of 1,1-diarylmethanes (RSC Advances 20155, 493).

hydroarylation

Brønsted Acids as Cocatalysts in Pd-Catalyzed Reactions

In the presence of Brønsted acids, various Pd precursors are converted to the catalytically active Palladiumhydride complexes. First, we have reported Pd-catalyzed alkoxycarbonylation of alkenes based on the use of a bidentate ligand and a phosphoric acid, which proceeds under mild reaction conditions (Chem. Commun201551, 12574). Notably, a recyclable CO2 reduction product - the crystalline and air-stable N?formylsaccharin - was employed as a CO surrogate. The desired branched products were produced from styrene derivatives and valuable linear esters from alkyl-substituted alkenes.

alkoxycarbonylation

In addition, the first thiocarbonylation of styrene derivatives was developed (J. Am. Chem. Soc.  2016138, 16794). The combination of thiols as nucleophiles and a bidentate ligand led to an exceptional reaction outcome with high regioselectivity towards the more valuable branched isomer and new reactivity. 

thiocarbonylation

  1. Fakulty of Chemistry and Pharmacy
  2. Institute of Organic Chemistry

Research Group Fleischer

Dr.
Ivana Fleischer

 

Office

Building CH, room 23.1.85

Phone ++941 943-4628
Fax ++941 943-4121
E-mail