“…The observation of C-Cl bond fission from the triplet state with very little accompanying C-0 bond fission suggests that C-Cl bond fission benefits from an electron transfer process (Ohashi et al, 1973; Bunce et al, 1975Bunce et al, , 1976Bunce et al, , 1978; Ruzo et al, 1975;Chitten et al, 1978; Davidson and Goodin, 1981; Grimshaw and deSilva, 1981; Soumillion and deWolf, 1981), while C-0 bond fission does not. If a cyclization process analogous to that considered for the cyclization of predioxin (la) (Freeman and Srivinasa, 1983) is operative, an electron transfer, perhaps intramolecular (Okajima et al, 1977;Soumillion and deWolf, 1981;Todesco et al, 1981), followed by C-Cl bond fission would provide the key intermediates on the pathway to cyclic product (eq 1). To test the susceptibility of substrate lb to electron transfer, an irradiation was carried out in the presence of sensitizer and an electron donor.…”