Synthesis, thermal stability, and chemiluminescence properties of the dioxetanes derived from 1, 4-dioxins

W Adam, EM Peters, K Peters, H Platsch…

Index: Adam, Waldemar; Peters, Eva-Maria; Peters, Karl; Platsch, Herbert; Schmidt, Ernst; et al. Journal of Organic Chemistry, 1984 , vol. 49, # 21 p. 3920 - 3928

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Citation Number: 12

Abstract

Photoeensitized singlet oxygenation of benze and naphtho-1, 4-dioxins 3 afforded the Corresponding 1, 2-dioxetanes 4 in moderate to good yields. Ene products 7 were obtained in those cases in which the 1, 4-dioxins 3 bear alkyl substituents. Thermal decomposition of the 1, 2-dioxetanes 4 afford the corresponding diesters 5 essentially quantitatively. The X- ray crystal structures of the dioxetanes 4g, 4h, and 4j indicate that the four-membered ...