Reductive ring opening reactions of diphenyldihydrofullerenylpyrroles
- Citation data:
Tetrahedron Letters, ISSN: 0040-4039, Vol: 48, Issue: 42, Page: 7533-7536
- Publication Year:
- Repository URL:
- https://ro.uow.edu.au/scipapers/4221; https://works.bepress.com/pkeller/54
- Biochemistry, Genetics and Molecular Biology; Pharmacology, Toxicology and Pharmaceutics; Chemistry; Reductive; ring; opening; reactions; diphenyldihydrofullerenylpyrroles; CMMB; Life Sciences; Physical Sciences and Mathematics; Social and Behavioral Sciences
The reductive ring opening reaction conditions for the simple fullerenyldihydropyrrole 1 have been optimized to include acetic acid in the reaction mixture to rapidly protonate the anionic intermediate. Under these conditions, the ring opened dihydrofullerene 2 was obtained in 68% yield. Under slightly modified conditions and at −78 °C, the reductive bis-ring opening of the tethered trans -4 isomer 3 provided the novel racemic bis-dihydrofullerenyl derivative 7.