Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
11
pubmed:dateCreated
2004-5-20
pubmed:abstractText
In the Brønsted superacid CF(3)SO(3)H (triflic acid), amides are able to form reactive, dicationic electrophiles. It is shown that these dicationic intermediates participate in two distinctly different types of electrophilic reactions. The protonated amide increases the reactivity of an adjacent electrophilic group, and the protonated amide group itself shows enhanced reactivity arising from an adjacent cationic charge. In the latter case, several types of amides are even capable of reacting with benzene by Friedel-Crafts acylation. [reaction--see text]
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
May
pubmed:issn
1523-7060
pubmed:author
pubmed:issnType
Print
pubmed:day
27
pubmed:volume
6
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1789-92
pubmed:dateRevised
2007-11-14
pubmed:meshHeading
pubmed:year
2004
pubmed:articleTitle
Dicationic intermediates involving protonated amides: dual modes of reactivity including the acylation of arenes.
pubmed:affiliation
Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, IL 60115, USA. dklumpp@niu.edu
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S.