84307-73-3Relevant academic research and scientific papers
Thermal Stability of Spirodioxetanes>
Adam, Waldemar,Encarnacion, Luis A. Arias,Zinner, Klaus
, p. 839 - 846 (2007/10/02)
The thermal stability of several spiroadamantane-substituted 1,2-dioxetanes was determined by means of chemiluminescence (Table 1).The evident stabilization of dioxetanes by such substitution cannot be interpreted in terms of "inertial mass" or "torsional" arguments in the case of concerted decomposition nor by "compressional" arguments in the case of diradical decomposition.It is suggested that a transoid diradical 19t, in which the engaged orbitals are antiperiplanar arranged, promotes C - C cleavage.The bulky adamantane substituent encumbers such conformational isome rization of the initially formed cisoid diradical 19c into the preferred 19t.
