SASAPOS cascades of perfluorinated aromatic carboxylic acids: Low-temperature decarboxylation triggered by electrostatic effects of polycationic ligand sets

European Journal of Organic Chemistry

Volumn , Issue 5, 2004, Pages 1002-1007

  Pühlhofer, Frank G ^a   Weiss, Robert ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

Decarboxylation; Electrostatic effects; Ion clusters; Nucleophilic substitution; Polycations

Indexed keywords

BENZOIC ACID; CARBOXYLIC ACID DERIVATIVE; PHTHALIC ACID;

ARTICLE; CATION TRANSPORT; DECARBOXYLATION; ELECTRICITY; FLUORINATION; LOW TEMPERATURE; ROOM TEMPERATURE; STEREOCHEMISTRY; SUBSTITUTION REACTION;

EID: 4544220681     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200300598     Document Type: Article

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21. 3 provide increased pole strength compared to DMAP. Therefore the ion clusters 16 and 17 (Scheme 5) would need increased activation to undergo further SASAPOS as was found for compound 12. In the case of 16 the application of corresponding reactions conditions (e.g. polar solvent, high temperature) led to formation of dark brown-red, oily products that could not be characterized.