Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Efficient Synthesis of 2-Substituted Imidazoles by Palladium-Catalyzed Cross-Coupling with Benzylzinc Reagents
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
2006 (English)In: Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry, ISSN 0936-5214, E-ISSN 1437-2096, no 12, 1965-1967 p.Article in journal (Refereed) Published
Abstract [en]

Substituted benzylzinc reagents have been used in novel cross-coupling reactions with 2-iodo imidazoles to form compounds containing both a phenol and an imidazole moiety. The ­intramolecular hydrogen-bonding properties of these compounds were subsequently studied.

Place, publisher, year, edition, pages
2006. no 12, 1965-1967 p.
Keyword [en]
cross-coupling, palladium, zinc, benzylation, heterocycles
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-20420DOI: 10.1055/s-2006-948162ISI: 000240009100035OAI: oai:DiVA.org:su-20420DiVA: diva2:186946
Available from: 2007-03-28 Created: 2007-03-28 Last updated: 2017-12-13Bibliographically approved
In thesis
1. Hydrogen Bonded Phenols as Models for Redox-Active Tyrosines in Enzymes
Open this publication in new window or tab >>Hydrogen Bonded Phenols as Models for Redox-Active Tyrosines in Enzymes
2006 (English)Doctoral thesis, comprehensive summary (Other academic)
Abstract [en]

This thesis deals with the impact of hydrogen bonding on the properties of phenols. The possibility for tyrosine to form hydrogen bonds to other amino acids has been found to be important for its function as an electron transfer mediator in a number of important redox enzymes. This study has focused on modeling the function of tyrosine in Photosystem II, a crucial enzyme in the photosynthetic pathway of green plants.

Hydrogen bonds between phenol and amines in both inter- and intramolecular systems have been studied with quantum chemical calculations and also in some solid-state structures involving phenol and imidazole.

Different phenols linked to amines have been synthesized and their possibilities of forming intra- and intermolecular hydrogen bonds have been studied as well as the thermodynamics and kinetics of the generation of phenoxyl radicals via oxidation reactions.

Since carboxylates may in principle act as hydrogen bond acceptors in a manner similar to imidazole, proton coupled electron transfer has also been studied for a few phenols intramolecularly hydrogen bonded to carboxylates with the aim to elucidate the mechanism for oxidation. Electron transfer in a new linked phenol—ruthenium(II)trisbipyridine complex was studied as well.

The knowledge is important for the ultimate goal of the project, which is to transform solar energy into a fuel by an artificial mimic of the natural photosynthetic apparatus

Place, publisher, year, edition, pages
Stockholm: Institutionen för organisk kemi, 2006. 60 p.
Keyword
electron transfer, photosystem II, radicals, imidazole, hydrogen bonding
National Category
Organic Chemistry
Identifiers
urn:nbn:se:su:diva-1024 (URN)91-7155-278-2 (ISBN)
Public defence
2006-05-31, Magnélisalen, Kemiska övningslaboratoriet, Svante Arrhenius väg 12 A, Stockholm, 14:00
Opponent
Supervisors
Available from: 2006-05-04 Created: 2006-05-04 Last updated: 2017-12-01Bibliographically approved

Open Access in DiVA

Imidazoles Synlett(101 kB)82 downloads
File information
File name FULLTEXT01.pdfFile size 101 kBChecksum SHA-512
8686c619835b45e5e6f0b6256342c6cd3a2193b805b0deb97eb608906fcc4560d1298af0d0a9bbbbb9d3f322600a6ef2b3d41316d5d9459694a2d04ba1da58e0
Type fulltextMimetype application/pdf

Other links

Publisher's full text

Search in DiVA

By author/editor
Olofsson, BeritÅkermark, Björn
By organisation
Department of Organic Chemistry
In the same journal
Synlett: Accounts and Rapid Communications in Synthetic Organic Chemistry
Organic Chemistry

Search outside of DiVA

GoogleGoogle Scholar
Total: 82 downloads
The number of downloads is the sum of all downloads of full texts. It may include eg previous versions that are now no longer available

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 84 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf