Department of Chemistry and Molecular Biology

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Göran Hilmersson

Professor
Organic chemistry

Telephone: +46 (0)31 786 9022
E-mail: hilmers@chem.gu.se
Visiting address: Kemigården 4 (the Chalmers area), room 8075

Research

My research aims at advancing organic synthetic methods with organolithium and lanthanide(II) reagents.

Synthetic organic chemistry is a powerful tool for creating complex molecules for use in e.g. materials or as biological active compounds in pharmaceuticals. Our research aims at developing new methodology for efficient organic synthesis and the research effort is directed into two important classes of organic reagents, the alkaliorganic reagents and the lanthanide(II) reagents. The goal of the work is to deepen our understanding of these reagents and thus improve and extend their chemistry, as well as to discover new reactions of value for synthetic chemistry. A central goal is to develop chemo- and stereoselective reductions and carbon-carbon (C-C) bond forming reactions. Physical organic studies are central in our research since the knowledge about the structures and reaction mechanisms are prerequisites for rational development of new chemical reactions.

Teaching

Advanced organic chemistry 1, KEM810
Advanced organic chemistry 2, KEM820
Advanced organic synthesis, KEM750
Small molecule NMR spectroscopy

Commissions

Faculty of science, boardmember

Publications

2013

Mario Janjetovic; Annika M. Träff; Tobias Ankner; Jenny Wettergren; Göran Hilmersson (2013).
Solvent dependent reductive defluorination of aliphatic C-F bonds employing Sm(HMDS)(2) 1359-7345, GUP 174571

M. Purzycki; W. Liu; Göran Hilmersson; F. F. Fleming (2013).
Metalated nitriles: N- and C-coordination preferences of Li, Mg, and Cu cations 1359-7345, GUP 177711

2012

G. Dayaker; D. Tilly; F. Chevallier; Göran Hilmersson; P. C. Gros; F. Mongin (2012).
Enantioselective Metalation of N,N-Diisopropylferrocenecarboxamide and Methyl Ferrocenecarboxylate Using Lithium-Metal Chiral Bases 1434-193X, GUP 166544

Göran Hilmersson; Tobias Ankner (2012).
Introduction of a new single electron transfer sensitive protecting group , GUP 172488

Petra Rönnholm; Jürgen Gräfenstein; Per-Ola Norrby; Göran Hilmersson; Sten O. Nilsson Lill (2012).
A computational study of the enantioselective addition of n-BuLi to benzaldehyde in the presence of a chiral lithium N,P amide. 1477-0520, GUP 155953

Petra Rönnholm; Sten O. Nilsson Lill; Jürgen Gräfenstein; Per-Ola Norrby; Mariell Pettersson; Göran Hilmersson (2012).
Aggregation and Solvation of Chiral N,P-Amide Ligands in Coordinating Solvents: A Computational and NMR Spectroscopic Study 2192-6506, GUP 165553

2011

Petra Rönnholm; Göran Hilmersson (2011).
NMR studies of chiral lithium amides with phosphine chelating groups reveal strong Li-P-interactions in ethereal solvents 1551-7004, GUP 161666

2010

Tobias Ankner; Maria Fridén-Saxin; Nils Pemberton; Tina Seifert; Morten Grøtli; Kristina Luthman; Göran Hilmersson (2010).
KHMDS enhanced SmI(2)-mediated reformatsky type alpha-cyanation. 1523-7052, GUP 130499

Giorgio Carbone; Peter O''Brien; Göran Hilmersson (2010).
Asymmetric Deprotonation using s-BuLi or i-PrLi and Chiral Diamines in THF: The Diamine Matters 0002-7863, GUP 139464

Anders Lennartson; Jonas Sundberg; Tove Wiklund; Göran Hilmersson; Mikael Håkansson (2010).
Spontaneous Resolution and Carbonation of Chiral Benzyllithium Complexes 1434-1948, GUP 139371

Jenny Wettergren; Tobias Ankner; Göran Hilmersson (2010).
Selective alpha-defluorination of polyfluorinated esters and amides using SmI2/Et3N/H2O 1359-7345, GUP 139463

2009

Tobias Ankner; Göran Hilmersson (2009).
Instantaneous Deprotection of Tosylamides and Esters with SmI2/Amine/Water , GUP 115507

Tobias Ankner; Göran Hilmersson (2009).
SmI2/H2O/amine promoted reductive cleavage of benzyl-heteroatom bonds: optimization and mechanism 0040-4020, GUP 123593

2007

Tobias Ankner; Göran Hilmersson (2007).
Instantaneous SmI2/H2O/amine mediated reduction of nitroalkanes and alpha,beta-unsaturated nitroalkenes , GUP 61219

Petra Rönnholm; Mikael Södergren; Göran Hilmersson (2007).
Improved and efficient synthesis of chiral N,P-Ligands via cyclic sulfamidates for asymmetric addition of butyllithium to benzaldehyde , GUP 61220

2006

Anders Dahlén; Åke Nilsson; Göran Hilmersson (2006).
Estimating the limiting reducing power of SmI2/H2O/amine and YbI2/H2O/amine by efficient reduction of unsaturated hydrocarbons. 0022-3263, GUP 54170

Johan Granander; Richard Sott; Göran Hilmersson (2006).
Correlation between the 6Li,15N coupling constant and the coordination number at lithium. 0947-6539, GUP 54167

Johan Granander; Jonas Eriksson; Göran Hilmersson (2006).
Highly enantioselective 1,2-additions of various organolithium reagents to aldehydes , GUP 57743

Richard Sott; Mikael Håkansson; Göran Hilmersson (2006).
Studies of complexes between phenyllithium and (-)-sparteine in ether solutions , GUP 57757

2005

Anders Dahlén; Edamana Prasad; Robert A Flowers; Göran Hilmersson (2005).
Exploring SmBr2-, SmI2-, and YbI2-mediated reactions assisted by microwave irradiation. 0947-6539, GUP 54181

Anders Dahlén; Göran Hilmersson (2005).
Mechanistic study of the SmI2/H2O/amine-mediated reduction of alkyl halides: amine base strength (pKBH+) dependent rate. 0002-7863, GUP 54173

Todd A Davis; Pramod R Chopade; Göran Hilmersson; Robert A Flowers (2005).
Reduction of beta-hydroxyketones by SmI2/H2O/Et3N. 1523-7060, GUP 54186

Johan Granander; Göran Hilmersson (2005).
Structures and Dynamics of Chiral Lithium Amides , GUP 59360

Richard Sott; Johan Granander; Carl Williamson; Göran Hilmersson (2005).
Kinetic and NMR spectroscopic studies of chiral mixed sodium/lithium amides used for the deprotonation of cyclohexene oxide. 0947-6539, GUP 54176

2004

Anders Dahlén; Göran Hilmersson (2004).
Microwave-assisted generation of lanthanide(II) halides in THF and simple quantitative determination , GUP 56182

Anders Dahlén; Göran Hilmersson (2004).
Samarium(II) iodide mediated reductions - Influence of various additives , GUP 56180

Göran Hilmersson; Anders Dahlén (2004).
Microwave assisted synthesis of lanthanide reagents (Sml(2), SmBr2, Ybl(2), and Eul(2) and their use in various reduction reactions , GUP 56179

Richard Sott; Johan Granander; Göran Hilmersson (2004).
Mixed complexes formed by lithioacetonitrile and chiral lithium amides: observation of (6)li,(15)N and (6)Li,(13)C couplings due to both C-Li and N-Li contacts. 0002-7863, GUP 54190

Richard Sott; Johan Granander; Peter Dinér; Göran Hilmersson (2004).
Solution structures of chiral lithium amides with internal sulfide coordination: sulfide versus ether coordination in chiral lithium amides , GUP 56183

2003

Mikael Håkansson; Marcus Vestergren; J Eriksson; Göran Hilmersson (2003).
Chiral cis-octahedral Grignard reagents , GUP 68926

Mikael Håkansson; Marcus Vestergren; J Eriksson; Göran Hilmersson (2003).
Giving phenyllithium a right-handed double-helical twist. Syntheses and crystal structures of enantiopure alkyl-, aryl-, and amidolithium aggregates , GUP 68927