Reactivities of arylnitrenium ions with guanine derivatives and other nucleophiles
Article Abstract:
Some quality of guanine makes its reaction with nitrenium ions faster than would be expected, but reasons are not clear. The nitrenium ions and carcinogens, 4-aminobiphenyl and 2-aminofluorene, and some derivatives have been studied using laser flash photolysis to find direct kinetic information about the lifetime of the electrophiles in water and reactivities with added nucleophiles. The ions are metabolized to hydroxylamine esters that with N-O heterolysis produce arylnitrenium ions that react with DNA. They react at guanine residues especially.
Publication Name: Canadian Journal of Chemistry
Subject: Chemistry
ISSN: 0008-4042
Year: 1998
User Contributions:
Comment about this article or add new information about this topic:
Reactions of benzyl methyl substituted-benzyl phosphites with tert-butyl hypochlorite: "balanced TS" validating reactivity/selectivity principle
Article Abstract:
Reactions with tert-butyl hypochlorite of a series of benzyl-methyl- substituted benzyl phosphites have been studied. Phosphates, alkyl chlorides, isobutene and benzyl chlorides resulted. Phosphates having a tert-butyl group fragmented yielding isobutene and another phosphate. Hammett correlations indicate a polar transition state (TS). Phosphonium chlorides were intermediates. These reactions illustrate the reactivity/selectivity principle: selectivities decrease as temperatures increase.
Publication Name: Canadian Journal of Chemistry
Subject: Chemistry
ISSN: 0008-4042
Year: 1998
User Contributions:
Comment about this article or add new information about this topic:
- Abstracts: New approaches to nanofabrication: Molding, printing, and other techniques
- Abstracts: Cationic organometallic complexes of scandium, yttrium and the lanthanoids. Main-group element, organic, and organometallic derivatives of polyoxometalates
- Abstracts: Stark spectroscopy: applications in chemistry, biology, and materials science. Spectroscopy of metal ion complexes: gas-phase models for solvation
- Abstracts: Stark spectroscopy: applications in chemistry, biology, and materials science. part 2 Structural information from methyl internal rotation spectroscopy
- Abstracts: Control of relative migration of small inorganic and organic anions with cyclodextrins in capillary electrophoresis (CE)