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Dept. of Biochemistry & Organic Chemistry

OM
OM
F18

Olle Matsson

 
Full list of publications

 

1. Bergson, G.; Matsson, O.; Sjöberg, S. Determination of Kinetic Isotope Effects by a Polarimetric Differential Method. Chem. Scr. 1977, 11, 25-31.

 

2. Matsson, O.; Obenius, U. Model Calculations of Kinetic Isotope Effects in a Prototropic Rearrangement Reaction. Bull. Soc. Chim. Belg. 1982, 91, 383.

 

3. Matsson, O.; Meurling, L.; Obenius, U.; Bergson, G. Observation of Different Primary Kinetic Isotope Effects in a Pair of Enantioselective Reactions. J. Chem. Soc. Chem. Comm. 1984, 43-4.

 

4. Matsson, O. Primary and Secondary β-Deuterium Kinetic Isotope Effects in the 1,3-Prototropic rearrangement of 1-Methylindene using Tertiary Amines as Catalysts in the Solvents Toluene and Dimethyl Sulphoxide. J. Chem. Soc. Perkin Trans. II, 1985, 221-6.

 

5. Hussénius, A.; Isaksson, R.; Matsson, O. Separation of Alkyl-Substituted Indene Enantiomers by Chromatography on Microcrystalline Triacetylcellulose. J. Chromatogr. 1987, 405, 155-162.

 

6. Axelsson, S.; Matsson, O.; Malmborg, P.; Bergson, G.; Långström, B. 11C/14C-Kinetic Isotope Effects. A New Tool for the Investigation of Organic and Enzymatic Reaction Mechanisms. Ann. Univ. Turkuensis, 1988, D:27, 239-243.

 

7. Axelsson, S.; Långström, B.; Matsson, O. 11C/14C Kinetic Isotope Effects. J. Am. Chem. Soc. 1987, 109, 7233-7235.

 

8. Hussénius, A.; Matsson, O.; Bergson, G. Primary 2H Kinetic Isotope Effects in the Base-catalysed 1,3-Prototropic Rearrangement of 1-Methylindene and 1,3-Dimethylindene. J. Chem. Soc. Perkin Trans. II, 1989, 851-857.

 

9. Axelsson, S.; Matsson, O.; Långström, B. 11C/14C Kinetic Isotope effects. A Method for Investigation of Enzyme and Organic Reaction Mechanisms. J. Lab. Comp. Radiopharm. 1989, 26, 77-78.

 

10. Axelsson, S.; Engdahl, K-Å.; Långström, B.; Matsson, O. A Secondary 11C/14C Kinetic Isotope Effect in the Base-Catalyzed Prototropic Rearrangement of 1- to 3-Methylindene. J. Am. Chem. Soc. 1990, 112, 6656-6661.

 

11. Axelsson, S.; Matsson, O.; Långström, B. Primary 11C/14C and Secondary 1H/2H Kinetic Isotope Effects in the SN2 Reaction of Hydroxide Ion with Methyl Iodide. The Relationship between Different Carbon Isotope Effects. J. Am. Chem. Soc. 1990, 112, 6662-6668.

 

12. Hussénius, A.; Matsson, O. Solvent Dependence of Primary Deuterium Kinetic Isotope Effects for Base-Catalyzed 1,3-Proton Transfer in the Indene System. Acta. Chem. Scand. 1990, 44, 845-50.

 

13. Axelsson, S.; Matsson, O.; Långström, B. The 11C/14C Kinetic Isotope Effects Method. The 11C/14C Kinetic Isotope Effect in the SN2 Reaction of N,N-Dimethyl-p-Toluidine with Labelled Methyl Iodide. J. Phys. Org. Chem. 1991, 4, 77-86.

 

14. Axelsson, S.; Bjurling, P.; Matsson, O.; Långström, B. 11C/14C Kinetic Isotope Effects in Enzyme Mechanism Studies 11C/14C Kinetic Isotope Effect of the Tyrosine Phenol-Lyase Catalyzed α,&beta-Elimination of L-Tyrosine. J. Am. Chem. Soc. 1992, 114, 1502-3.

 

15. Matsson, O.; Persson, J.; Axelsson, S.; Långström, B. Fluorine Kinetic Isotope Effects. J. Am. Chem. Soc. 1993, 115, 5288-9.

 

16. Alvarez-Idaboy, J. R.; Matsson, O.; Bergson, G.; Lunell, S. Model Calculations of Base-Catalyzed 1,3-Proton Transfer Reactions in Indene-Like Systems. Acta Chem. Scand. 1994, 48, 423-7.

 

17. Aune, M.; Gogoll, A.; Matsson, O. Solvent Dependence of Enantioselectivity for a Base Catalyzed 1,3-Hydron Transfer Reaction. A Kinetic Isotope Effect and NMR Spectroscopic Study. J. Org. Chem. 1995, 60, 1356-1364.

 

18. Aune, M.; Bergson, G.; O. Matsson, O. 1,3-Hydron Transfer in Some 5- or 6-Substituted 1-Methylindenes. Enantioselectivities and Enantiomer-Dependent Kinetic Isotope Effects. J. Phys. Org. Chem. 1995, 8, 400-406.

 

19. Berg, U.; Aune, M.; Matsson, O. Dihydroquinidine Conformation Revisited. Variable Temperature NMR and CD Spectroscopy, and Molecular Mechanics Computations. Tetrahedron Lett. 1995, 36, 2137-2140.

 

20. Persson, J.; Berg, U.; Matsson, O. Steric Effects in SN2 Reactions. Primary Carbon Kinetic Isotope Effects in Menshutkin Reactions. J. Org. Chem. 1995, 60, 5037-5040.

 

21. Persson, J.; Axelsson, S.; Matsson, O. Solvent Dependent Leaving Group Fluorine Kinetic Isotope Effect in a Nucleophilic Aromatic Substitution Reaction. J. Am. Chem. Soc. 1996, 118, 20-23.

 

22. Matsson, O.; Fang, Y.R.; Jobe, D.; Persson, J.; Axelsson, S.; Långström, B.; Westaway, K.C. Incoming Group KIEs in the Reaction of Cyanide with Some Benzyl Chlorides.
J. Am. Chem. Soc. 1996, 118, 6350-6354.

 

23. Axelsson, S.; Besev, M.; Johnsson, M.; Långström, B.; Matsson, O.; Persson, J.;
Ryberg, P. Short-Lived Radionuclides in the Study of Organic and Bio-Organic Reaction Mechanisms. J. Lab. Comp. Radiopharm. 1997, 40, 830-832.

 

24. Aune, M.; Danielsson, R.; Hussénius, A.; Ryberg, P.; Kristjansdottir, A. G.; Matsson, O. 1,3-Hydron Transfer in Some 5- or 6-Substituted 1-Methylindenes. Reaction Rates and Kinetic Isotope Effects. Acta Chem. Scand. 1998, 52, 911-920.

 

25. Agback, M.; Hussénius, A.; Lunell, S.; Matsson, O. Theoretical Study of Solvation Effects on Proton Transfer Reactions in 1-Methylindene. Acta Chem. Scand. 1998, 52, 541-548.

 

26. Westaway, K.C., Persson, J., Fang, Yao-ren, Matsson, O. Using 11C/14C Incoming Group and Secondary Alpha Deuterium Kinetic Isotope Effects to Determine how a Change in Leaving Group Alters the Structure of the SN2 Transition State. J. Am. Chem. Soc. 1998, 120, 3340-3344.

 

27. Matsson, O.; Westaway, K. Secondary Deuterium Kinetic Isotope Effects and Transition State Structure. Adv. Phys. Org. Chem. Vol. 31, 1998, 143-248.

 

28. Hussénius, A.; Matsson, O.; Bergson, G. Experimental Evidence of Partially Rate Limiting Ion-Pair Interconversion in a Base Catalyzed 1,3-Proton Transfer Reaction. Chem. Comm. 1998, 2693.

 

29. Persson, J.; Matsson, O. Use of Fluorine Kinetic Isotope Effects in the Study of Steric Effects in Nucleophilic Aromatic Substitution Reactions. J. Org. Chem. 1998, 63, 9348-9350.

 

30. Matsson, O.; Axelsson, S.; Hussénius, A.; Ryberg, P. Mechanistic Use of Short-Lived Radionuclides in Organic and Bio-Organic Chemistry. Acta Chem. Scand. 1999, 53, 670-679.

 

31. Ryberg, Per; Matsson, O. The Mechanism of Base-Promoted HF Elimination from
4-Fluoro-4-(4´-nitrophenyl)butan-2-one: A Multiple Isotope Effect Study Including the Leaving Group 18F/19F KIE. J. Am. Chem. Soc. 2001, 123, 2712-2718.

 

32. Lewandowicz, A.; Rudzinski, J.; Tronstad, L.; Widersten, M.; Ryberg, P.; Matsson, O.;
Paneth, P. Chlorine Kinetic Isotope Effects on the Haloalkane Dehalogenase Reaction.
J. Am. Chem. Soc. 2001, 123, 4550 - 4555.

 

33. Matsson, O. Elucidation of Reaction Mechanisms Using Kinetic Isotope Effects of Short-lived Radionuclides. Nukleonika 2002 S1, 47, 43 - 45.

 

34. Ryberg, P.; Matsson, O. The Mechanism of Base Promoted HF Elimination from 4-Fluoro-4-(4-nitrophenyl)-butan-2-one is E1cB. Evidence from Double Isotopic Fractionation Experiments. J. Org. Chem. 2002, 67, 811 - 814.

 

35. Fang, Y.; Gao, Y.; Ryberg, P.; Eriksson, J.; Kolodziejska-Huben, M.; Dybala-Defraktyka, A.; Madhavan, S.; Danielsson, R.; Paneth, P.; Matsson, O.; Westaway, K. Experimental and Theoretical Multiple Kinetic Isotope Effects for an SN2 Reaction. An Attempt to Determine Transition State Structure and the Ability of Theoretical Methods to Predict Experimental Kinetic Isotope Effects. Chemistry. A European Journal 2003, 9, 2696 - 2709.

 

36. Dybała-Defratyka, A; Rostkowski, M; Matsson, O; Westaway, K; Paneth, P.
New Interpretation of Chlorine Leaving Group Kinetic Isotope Effects; A Theoretical Approach. J. Org. Chem. 2004, 69, 4900-05.

 

37. Matsson, O. Isotope Effects for Exotic Nuclei. In: Isotope Effects in Chemistry and Biology. Hans Limbach and Amnon Kohen (Eds.), CRC-Press, 2005.

 

38. Matsson, O.; Dybala-Defratyka, A.; Rostkowski, M.; Paneth, P.; Westaway, K. C. A Theoretical Investigation of &alphja;-Carbon Kinetic Isotope Effects and Their Relationship to the Transition-State Structure of SN2 Reactions.
J. Org. Chem. 2005; 70; 4022-4027.

 

39. Fang, Y.-R.; MacMillar, S.; Eriksson, J.; Kolodziejska-Huben, M.; Dybala-Defratyka, A.; Paneth, P.; Matsson, O.; Westaway, K. C.
The Effect of Solvent on the Structure of the Transition State for the SN2 Reaction between Cyanide Ion and Ethyl Chloride in DMSO and THF Probed with Six Different Kinetic Isotope Effects.
J. Org. Chem. 2006; 71; 4742-4747.

 

Books, Reports, Manuscripts


40. Matsson, O. Kinetic Isotope Effect Studies of Stereospecific and Stereoselective 1,3-Proton Transfer in the Indene System. Methods. Measurements. Model Calculations. Acta Univ. Upsaliensis. Abstr. of Ups. Diss. from the Faculty of Science. 1984.

 

41. Matsson, O.; Obenius, U. Model Calculations of Primary and Secondary Hydrogen and Carbon Kinetic Isotope Effects on the Base-Catalyzed 1,3-Prototropic Rearrangement of 1-Methylindene. 1984.

 

42. Bergson, G.; Matsson, O. A Numerical Investigation of the Relation between Mechanistic and Observed Primary Deuterium Kinetic Isotope Effects in the Amine-Catalyzed Rearrangement of 1-Methylindene to 3-Methylindene. 1984.

 

43. Långström, B; Bergson, G.; Halldin, C.; Matsson, O.; Någren, K.; Sjöberg, S.; Svärd, H. Synthesis of Compounds Labelled with the Short-Lived Positron-Emitting 11C and 18F. GWI Biannual Report 1980/81.

 

44. Långström, B.; Antoni, G.; Axelsson, S.; Bjurling, P.; Fasth, K-J.; Gullberg, P.; Halldin, C.; Matsson, O.; Någren, K.; Pråhl, M.; Rimland, A.; Sjöberg, S.; Svärd, H.; Bergson, G. The Synthesis of Endo- and Exogenic Tracer Molecules Labelled with 11C. GWI-Biannual Report 1984/85.

 

45 Olle Matsson, Svante Axelsson, Bengt Långström
Kinetic isotope effects (KIEs) utilising short-lived radionuclides, Uppsala University PET Centre 1989-1996, Uppsala 1996, C19.

 

46. Olle Matsson, Svante Axelsson, Bengt Långström
KIEs in Mechanistic Studies of Organic Reactions, ibid. C20.

 

47. Olle Matsson, Svante Axelsson, Bengt Långström
KIEs in Enzyme Mechanism Studies, ibid. C21.

 

48 Paneth, P.; Matsson, O.; Westaway, K. The Effect of Transition State Structure on the Secondary Beta Deuterium Kinetic Isotope Effect. A Computational Study. Manuscript 2001.

 

49 Olle Matsson
Kinetic isotope effects utilising short-lived radionuclides.
Uppsala University PET-Centre 1989 - 2001. Uppsala 2001, 43.

 

50 Olle Matsson
Determination of F KIEs Using a Remote Labelling Technique. Ibid., 44.

51 Olle Matsson
Distinguishing Between Concerted and Stepwise Mechanisms for an Elimination Reaction by Double Isotopic Fractionation. Ibid., 45.

 

52 Olle Matsson
The Structure of SN2 Transition States from Experimental and Theoretical Isotope Effects. Ibid., 46

 

53 Göran Bergson, Olle Matsson
Daniel Strömholm, The Svedberg och isotoperna, i Festskrift till Stig Strömholm , Acta Academiae Regiae Scientiarum Uppsaliensis 21, 2001, p. 53 - 60.


54 Westaway, K. C.; Fang, Y-r.; MacMillar, S.; Matsson, O.; Islam, S. M.; Poirier, R. A. A New Insight into Using Chlorine Leaving Group and Nucleophile Carbon Kinetic Isotope Effects to Determine Substituent Effects on the Structure of SN2 Transition States. Submitted manuscript.


55 MacMillar, S.; Matsson, O. The Nucleophile Carbon 11C/14C Kinetic Isotope Effects for the Reactions between Cyanide Ions and Ethyl Substrates in DMSO. Technical note.


56 MacMillar, S.; Fang, Y-R.; Westaway, K. C.; Matsson. O.; Beronius, P. Solvent Effects on Ion Pairing of Tetrabutylammonium Cyanide. A Conductometric Study. Submitted manuscript.


57 MacMillar, S.; Edmondson, D. E.; Matsson, O. Nitrogen Kinetic Isotope Effects as Probes of the Mechanism of Monoamine Oxidase B. Manuscript.