Organoiodinane reagents for phosphate cleavage: experimental and computational studies

RA Moss, B Wilk, K Krogh-Jespersen…

Index: Moss, Robert A.; Wilk, Boguslawa; Krogh-Jespersen, Karsten; Blair, John T.; Westbrook, John D. Journal of the American Chemical Society, 1989 , vol. 111, # 1 p. 250 - 258

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Citation Number: 47

Abstract

Abstract: Several analogues of l-oxido-l, 2-benzidoxol-3 (lH)-one, 1 (the valence tautomer of o-iodosobenzoate), were examined for their ability to cleave p-nitrophenyl diphenyl phosphate in aqueous micellar cetyltrimethylammonium chloride at pH 8. These included the 5, 5-dimethyl (7) and 5, 5-bis (trifluoromethyl)(8) analogues, as well as the parent l- oxidoiodoxol-(3H)-ones 9 and 10. The kinetic reactivity order was 1> 9> 10> 8>> 7. The ...