Laser-Initiated Synthesis: 2,4,5,7-Tetraiodo-6-hydroxy-3-fluorone as a Visible Photoinitiator

Article abstract of DOI:10.1021/jo00061a043

The photophysical properties of a 2,4,5,7-tetraiodo-6-hydroxy-3-fluorone (TIHF) and its application as a visible-light photoinitiator to induce the reduction of organic halides by tri-n-butyltin hydride were investigated.Photobleaching quantum yields of TIHF by tri-n-butyltin hydride were determined in DMF-toluene (1:1) solution, and the absorption spectra provided evidence of ground-state complex formation.TIHF-initiated reduction of organic halides afforded clean products for alkyl, alkenyl, and aryl halides at ambient temperature and -30 deg C.The mechanisms of the initiation and the reaction are discussed.