7125-60-2Relevant academic research and scientific papers
Aliphatic C-H activation with aluminium trichloride-acetyl chloride: Expanding the scope of the Baddeley reaction for the functionalisation of saturated hydrocarbons
Lyall, Catherine L.,Uosis-Martin, Mario,Lowe, John P.,Mahon, Mary F.,Panto?, G. Dan,Lewis, Simon E.
, p. 1468 - 1475 (2013/05/21)
The functionalisation of decalin by means of an "aliphatic Friedel-Crafts" reaction was reported over fifty years ago by Baddeley et al. This protocol is of current relevance in the context of C-H activation and here we demonstrate its applicability to a range of other saturated hydrocarbons. Structural elucidation of the products is described and a mechanistic rationale for their formation is presented. The "aliphatic Friedel-Crafts" procedure allows for production of novel oxygenated building blocks from abundant hydrocarbons and as such can be considered to add significant synthetic value in a single step.
Thermolysis of the tricyclic 1,2-dioxetanes 3,4:3,4-dipropano-, 3,4-pentano-, and 3,4-butano-3,4-propano-1,2-dioxetane
Kopecky, Karl R.,Lockwood, Peter A.,Gomez, Rodrigo Rico,Ding, Jan-yih
, p. 851 - 858 (2007/10/02)
The title compounds have been isolated in crystalline form by cyclization of the corresponding bromo- or iodohydroperoxides.The activation parameters for thermolysis are, respectively (Ea, kcal/mol, ΔS*, eu): 25.6+/-0.6, 4+/-2; 29.8+/-0.4, 4+/-2; 26.3+/-0.5, 1+/-2.The singlet 1φ and triplet 3φ excited state product yields produced on thermolysis of these compounds are, respectively: 0.011., 0.10; 0.0019, 0.18; 0.0013, 0.11.These yields are relative to a value of 0.31 for 3φ of tetramethyl-1,2-dioxetane.The cyclic 1,5-diones from thermolysis of the last two title compounds cyclized before isolation to give the bicyclic hydroxyketones.
