lnu.sePublications
Change search
Link to record
Permanent link

Direct link
BETA
Hedin-Dahlström, Jimmy
Publications (10 of 13) Show all publications
Henschel, H., Kirsch, N., Hedin-Dahlström, J., Whitcombe, M., Wikman, S. & Nicholls, I. A. (2011). Effect of the cross-linker on the general performance and temperature dependent behaviour of a molecularly imprinted polymer catalyst of a Diels-Alder reaction. Journal of Molecular Catalysis B: Enzymatic, 72(3-4), 199-205
Open this publication in new window or tab >>Effect of the cross-linker on the general performance and temperature dependent behaviour of a molecularly imprinted polymer catalyst of a Diels-Alder reaction
Show others...
2011 (English)In: Journal of Molecular Catalysis B: Enzymatic, ISSN 1381-1177, E-ISSN 1873-3158, Vol. 72, no 3-4, p. 199-205Article in journal (Refereed) Published
Abstract [en]

Here we present a series of molecularly imprinted polymers capable of catalysing the Diels-Alder reaction between benzyl 1,3-butadienylcarbamate (1) and N,N-dimethyl acrylamide (2). The polymer systems studied here demonstrated an unusual cross-linker and temperature dependent behaviour, namely that polymer catalysis of the Diels-Alder reaction was lower at elevated temperature, in contrast to the solution reaction. Furthermore, not only was the catalytic activity significantly influenced by the choice of cross-linker, but in a similar fashion also the extent of the temperature effect, indicating a close relationship between catalysis and the observed inhibition. Molecular dynamics simulations of both the polymer systems studied were used to provide insight into the molecular background of transition state stabilisation, and differences in properties of the systems based on different cross-linkers.

National Category
Chemical Sciences
Research subject
Chemistry, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-16742 (URN)10.1016/j.molcatb.2011.06.006 (DOI)2-s2.0-80052266366 (Scopus ID)
Available from: 2012-01-12 Created: 2012-01-12 Last updated: 2018-05-18Bibliographically approved
Kirsch, N., Hedin-Dahlström, J., Henschel, H., Whitcombe, M. J., Wikman, S. & Nicholls, I. A. (2009). Molecularly imprinted polymer catalysis of a Diels-Alder reaction. Journal of Molecular Catalysis B: Enzymatic, 58(1-4), 110-117
Open this publication in new window or tab >>Molecularly imprinted polymer catalysis of a Diels-Alder reaction
Show others...
2009 (English)In: Journal of Molecular Catalysis B: Enzymatic, ISSN 1381-1177, E-ISSN 1873-3158, Vol. 58, no 1-4, p. 110-117Article in journal (Refereed) Published
Abstract [en]

A series of synthetic polymers were designed and synthesized for enhancing the rate of the Diels-Alder cycloaddition reaction of 1,3-butadiene carbamic acid benzyl ester (11) and N,N-dimethyl acrylamide (2), to yield the corresponding endo- (3) and exo- (4) reaction products. Putative transition state analogues (TSAs) for the endo- (5) and exo- (6) reaction pathways were used as templates for the synthesis of molecularly imprinted methacrylic acid (MAA)-divinylbenzene (DVB) copolymers. The polymer system utilized was selected based upon a series of (1)H NMR studies of complex formation between template and a functional monomer analogue (K(d) (app) approximate to 70 mM, d(8)-toluene, 293 K). Batch binding studies revealed that the imprinted polymers were selective for the TSA corresponding to the template used in the polymer synthesis. Studies on the influence of the polymers on the catalysis of the reaction of 1 and 2 demonstrated a 20-fold enhancement of the rate of the reaction relative to the solution reaction. A surprising temperature dependence of the reaction of 1 and 2 in the presence of the polymers was observed, which provides support for the role of template-functional monomer complexes in the catalysis of the Diels-Alder reaction.

National Category
Organic Chemistry
Research subject
Chemistry, Organic Chemistry; Chemistry, Biotechnology
Identifiers
urn:nbn:se:lnu:diva-1889 (URN)10.1016/j.molcatb.2008.12.002 (DOI)
Available from: 2010-04-06 Created: 2010-04-06 Last updated: 2018-05-18Bibliographically approved
Hedin-Dahlström, J., Rosengren-Holmberg, J., Legrand, S., Wikman, S. & Nicholls, I. A. (2006). A class II aldolase mimic. Journal of organic chemistry, 71(13), 4845-4853
Open this publication in new window or tab >>A class II aldolase mimic
Show others...
2006 (English)In: Journal of organic chemistry, Vol. 71, no 13, p. 4845-4853Article in journal (Refereed) Published
National Category
Natural Sciences
Research subject
Natural Science, Organic Chemistry; Natural Science, Science Education
Identifiers
urn:nbn:se:lnu:diva-737 (URN)
Available from: 2010-04-01 Created: 2010-04-01 Last updated: 2018-05-18Bibliographically approved
Hedin-Dahlström, J., Rosengren-Holmberg, J., Legrand, S., Wikman, S. & Nicholls, I. A. (2006). A class II aldolase mimic. In: . Paper presented at Molecular Imprinting – 2006. Cardiff, Wales, September 10-14
Open this publication in new window or tab >>A class II aldolase mimic
Show others...
2006 (English)Conference paper, Published paper (Refereed)
Place, publisher, year, edition, pages
Cardiff, Wales, September 10-14: , 2006
Research subject
Natural Science, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-4985 (URN)
Conference
Molecular Imprinting – 2006
Note
Nummer: Available from: 2010-04-28 Created: 2010-04-28 Last updated: 2018-05-18Bibliographically approved
Henschel, H., Kirsch, N., Hedin-Dahlström, J., Whitcombe, M. J., Wikman, S. & Nicholls, I. A. (2006). Molecularly imprinted polymer catalysis of a Diels-Alder reaction. In: . Paper presented at Molecular Imprinting – 2006. Cardiff, Wales, September 10-14
Open this publication in new window or tab >>Molecularly imprinted polymer catalysis of a Diels-Alder reaction
Show others...
2006 (English)Conference paper, Published paper (Refereed)
Place, publisher, year, edition, pages
Cardiff, Wales, September 10-14: , 2006
Research subject
Natural Science, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-4987 (URN)
Conference
Molecular Imprinting – 2006
Note
Nummer: Available from: 2010-04-28 Created: 2010-04-28 Last updated: 2018-05-18Bibliographically approved
Hedin-Dahlström, J., Shoravi, S., Wikman, S. & Nicholls, I. A. (2004). Stereoselective reduction of menthone by molecularly imprinted polymers. In: . Paper presented at Molecular Imprinting 2004. Cardiff, Wales, September 13-16
Open this publication in new window or tab >>Stereoselective reduction of menthone by molecularly imprinted polymers
2004 (English)Conference paper, Published paper (Refereed)
Place, publisher, year, edition, pages
Cardiff, Wales, September 13-16: , 2004
Research subject
Natural Science, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-4993 (URN)
Conference
Molecular Imprinting 2004
Note
Nummer: Available from: 2010-04-28 Created: 2010-04-28 Last updated: 2018-05-18Bibliographically approved
Hedin-Dahlström, J., Shoravi, S., Wikman, S. & Nicholls, I. A. (2004). Stereoselective reduction of menthone by molecularly imprinted polymers. Tetrahedron Asymmetry, 15, 2431-2436
Open this publication in new window or tab >>Stereoselective reduction of menthone by molecularly imprinted polymers
2004 (English)In: Tetrahedron Asymmetry, Vol. 15, p. 2431-2436Article in journal (Refereed) Published
Research subject
Natural Science, Organic Chemistry; Natural Science, Science Education
Identifiers
urn:nbn:se:lnu:diva-1697 (URN)
Available from: 2010-04-06 Created: 2010-04-06 Last updated: 2018-05-18Bibliographically approved
Hedin-Dahlström, J., Shoravi, S., Wikman, S. & Nicholls, I. A. (2004). Stereoselective reduction of menthone by molecularly imprinted polymers. In: . Paper presented at 19th Swedish Organic Chemistry Meeting. Linköping, Sweden, June 14-17
Open this publication in new window or tab >>Stereoselective reduction of menthone by molecularly imprinted polymers
2004 (English)Conference paper, Published paper (Refereed)
Place, publisher, year, edition, pages
Linköping, Sweden, June 14-17: , 2004
Research subject
Natural Science, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-5000 (URN)
Conference
19th Swedish Organic Chemistry Meeting
Note
Nummer: Available from: 2010-04-28 Created: 2010-04-28 Last updated: 2018-05-18Bibliographically approved
Kirsch, N., Hedin-Dahlström, J., Henschel, H., Wikman, S. & Nicholls, I. A. (2004). Towards a MIP-based stereoselective Diels-Alderase. In: . Paper presented at Molecular Imprinting 2004. Cardiff, Wales, September 13-16
Open this publication in new window or tab >>Towards a MIP-based stereoselective Diels-Alderase
Show others...
2004 (English)Conference paper, Published paper (Refereed)
Place, publisher, year, edition, pages
Cardiff, Wales, September 13-16: , 2004
Research subject
Natural Science, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-4996 (URN)
Conference
Molecular Imprinting 2004
Note
Nummer: Available from: 2010-04-28 Created: 2010-04-28 Last updated: 2018-05-18Bibliographically approved
Hedin-Dahlström, J., Shoravi, S., Wikman, S. & Nicholls, I. A. (2002). Enantioselective reduction and recognition of terpenoids by imprinted polymers. La Grande Motte, France, September 15-18
Open this publication in new window or tab >>Enantioselective reduction and recognition of terpenoids by imprinted polymers
2002 (English)Other (Other academic)
Place, publisher, year, pages
La Grande Motte, France, September 15-18: , 2002
Research subject
Natural Science, Organic Chemistry
Identifiers
urn:nbn:se:lnu:diva-5172 (URN)
Note
Utgivare: 2nd International Workshop on Molecular Imprinting, Plats: La Grande Motte, France, September 15-18, Sidor: [invited lecture]Available from: 2010-04-28 Created: 2010-04-28 Last updated: 2018-05-18Bibliographically approved
Organisations

Search in DiVA

Show all publications