Due to their flattened P-pyramid, the title phospholes are of aromatic character and hence they undergo aromatic electrophilic substitution, such as Friedel-Crafts acylations. The arylphospholes were functionalized via the site-selective reaction with phosphorustribromide to provide substituted phospholes that are appropriate ligands in rhodium complexes used in hydroformylations. Despite their aromaticity, the arylphospholes take part in Diels-Alder reaction with dienophiles to result in the formation of phosphanorbornene derivatives useful in fragmentation related phosphorylations. At 150 °C, the 1Hphospholes were converted to the 2H-derivatives by a sigmatropic rearrangement to give, after trapping, 1- phosphanorbornadienes. The complexation and the oxidation reactions of the arylphospholes also revealed special features due to the presence of the trialkylphenyl substituent.
|Number of pages||25|
|Journal||Targets in Heterocyclic Systems|
|Publication status||Published - Jan 1 2002|
ASJC Scopus subject areas
- Analytical Chemistry
- Process Chemistry and Technology
- Organic Chemistry