Literature DB >> 18079989

Photochemical Schiemann Reaction in Ionic Liquids.

Jorge Heredia-Moya1, Kenneth L Kirk.   

Abstract

Photochemical Schiemann reactions of imidazole derivatives 1 and 4 were carried out in 1-butyl-3-methylimidazolium tetrafluoroborate ionic liquid [bmim][BF(4)] as solvent. The effects of temperature, co-solvent and wavelength on the rate of the reaction and product yield were examined. The use of ionic liquid increases the yield of the photochemical fluorodediazoniation reaction of 2 at 0°C. Careful temperature control is necessary to minimize the photodecomposition of the ionic liquid in order to increase the yield of product.

Entities:  

Year:  2007        PMID： 18079989      PMCID： PMC2136405          DOI： 10.1016/j.jfluchem.2007.03.012

Source DB:  PubMed          Journal:  J Fluor Chem        ISSN： 0022-1139            Impact factor:   2.050


  9 in total

1.  Photochemistry of diazonium salts. 4. Synthesis of ring-fluorinated tyramines and dopamines.

Authors:  K L Kirk
Journal:  J Org Chem       Date:  1976-07-09       Impact factor: 4.354

2.  Photochemistry of diazonium salts. I. Synthesis of 4-fluoroimidazoles, 4-fluorohistamine, and 4-fluorohistidine.

Authors:  K L Kirk; L A Cohen
Journal:  J Am Chem Soc       Date:  1973-07-11       Impact factor: 15.419

3.  Photochemical decomposition of diazonium fluoroborates. Application to the synthesis of ring-fluorinated imidazoles.

Authors:  K L Kirk; L A Cohen
Journal:  J Am Chem Soc       Date:  1971-06-16       Impact factor: 15.419

4.  (Sensitized) photolysis of diazonium salts as a mild general method for the generation of aryl cations. Chemoselectivity of the singlet and triplet 4-substituted phenyl cations.

Authors:  Silvia Milanesi; Maurizio Fagnoni; Angelo Albini
Journal:  J Org Chem       Date:  2005-01-21       Impact factor: 4.354

5.  Photoinduced electron transfer in ionic liquids: use of 2,4,6-triphenylthiapyrylium as a photosensitizer probe.

Authors:  Séverine Marquis; Belén Ferrer; Mercedes Alvaro; Hermenegildo García; Heinz D Roth
Journal:  J Phys Chem B       Date:  2006-08-03       Impact factor: 2.991

6.  Photoreduction of benzophenones by amines in room-temperature ionic liquids.

Authors:  John L Reynolds; Kimberly R Erdner; Paul B Jones
Journal:  Org Lett       Date:  2002-03-21       Impact factor: 6.005

7.  Ionic liquids as a novel medium for photochemical reactions. Ru(bpy)(3)2+/ viologen in imidazolium ionic liquid as a photocatalytic system mimicking the oxido-reductase enzyme.

Authors:  Mercedes Alvaro; Esther Carbonell; Belen Ferrer; Hermenegildo Garcia; José R Herance
Journal:  Photochem Photobiol       Date:  2006 Jan-Feb       Impact factor: 3.421

8.  Use of chiral ionic liquids as solvents for the enantioselective photoisomerization of dibenzobicyclo[2.2.2]octatrienes.

Authors:  Jie Ding; Vasumathi Desikan; Xinxin Han; Tom L Xiao; Rongfang Ding; William S Jenks; Daniel W Armstrong
Journal:  Org Lett       Date:  2005-01-20       Impact factor: 6.005

9.  Photochemistry of diazonium salts. II. Synthesis of 2-fluoro-L-histidine and 2-fluorohistamine, and the halogen lability of 2-fluoroimidazoles.

Authors:  K L Kirk; W Nagai; L A Cohen
Journal:  J Am Chem Soc       Date:  1973-12-12       Impact factor: 15.419
  9 in total
  1 in total

1.  An Enantioselective Synthesis of (S)-4-Fluorohistidine.

Authors:  Jan Hajduch; John C Cramer; Kenneth L Kirk
Journal:  J Fluor Chem       Date:  2008-09       Impact factor: 2.050
  1 in total

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