The photochemical reaction of 2-halobenzyl phenyl ethers was studied. In order to study the photoreactivity of haloarene tethered to arene with alkyl ether group, two 2-halobenzyl phenyl ethers were prepared. when the acetonitrile solution of 2-halobe...
The photochemical reaction of 2-halobenzyl phenyl ethers was studied. In order to study the photoreactivity of haloarene tethered to arene with alkyl ether group, two 2-halobenzyl phenyl ethers were prepared. when the acetonitrile solution of 2-halobenzyl ethers in pyrex immersion vessel was irrdiated by 100W medium pressure Hg-lamp, the Photo-Fires type products, o(2-halo)benzyl phenol and p-(2-halo)benzyl phenol were obtained. Photo-Fires type reaction of 2-halobenzyl phenyl ether ws supposedly due to rearrangement of 2-halobenzyl radical and phenol radical produced by C_sp3-O bond cleavage. However when the reaction was carried out in benzene/aqueous alkalic solution with vycor immersion vessel, photocyclized product along the Photo-Fries type reaction products and photoreduced product was observed.