If you are experiencing problems downloading PDF or HTML fulltext, our helpdesk recommend clearing your browser cache and trying again. If you need help in clearing your cache, please click here . Still need help? Email help@ingentaconnect.com

N-Fluoro-1,4-Diazoniabicyclo[2.2.2]octane Dication Salts; Efficient Fluorinating Agents and Functionalization Mediators for Organic Compounds

$71.00 plus tax (Refund Policy)

Buy Article:


Fluorination of organic compounds using the most representative reagents from the group of N-fluoro-1,4-diazoniabicyclo[2.2.2]octane dication salts is reviewed. Data dealing with selective fluorofunctionalization of aromatics, alkenes, alkynes, saturated hydrocarbons, organometallics, and organic molecules bearing nitrogen, sulfur, phosphorus, silicon or carbonyl containing functional groups with Selectfluor™ F-TEDA-BF4 1 (1-chloromethyl- 4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetra-fluoroborate)), Accufluor™ NFTh 2 (1-fluoro-4-hydroxy-1,4-diazoniabicyclo [2.2.2]octane bis(tetrafluoroborate)) or bis(NF)-TEDA-BF4 3 (1,4-difluoro-1,4-diazoniabicyclo[ 2.2.2]octane bis (tetrafluoroborate)) are systematically collected and comparatively evaluated. Fluorination of potentially bioactive organic molecules (steroids, pyrimidine bases, glycols ...) with the above mentioned reagents is particularly emphasized. Functionalization of organic compounds mediated by Selectfluor™ F-TEDA-BF4 is briefly reviewed.

Keywords: Fluorofunctionalization; Lewis acid; Markovnikov-type fluoro-methoxy adducts; anti-fluoromethoxylation; diastereoselectivity; dibenzofuran; electron transfer (ET); hexamethylbenzene; steric effects

Document Type: Research Article

Affiliations: Laboratory for Organic and Bioorganic Chemistry, Jozef Stefan, Institute, Jamova 39, 1000 Ljubljana, Slovenia.

Publication date: January 1, 2006

Related content



Share Content

Access Key

Free Content
Free content
New Content
New content
Open Access Content
Open access content
Subscribed Content
Subscribed content
Free Trial Content
Free trial content
Cookie Policy
Cookie Policy
ingentaconnect website makes use of cookies so as to keep track of data that you have filled in. I am Happy with this Find out more