19060-10-7Relevant articles and documents
Pd(II)-catalyzed acetalization of terminal olefins with electron-withdrawing groups in supercritical carbon dioxide: selective control and mechanism
Wang, Zhao-Yang,Jiang, Huan-Feng,Ouyang, Xiao-Yue,Qi, Chao-Rong,Yang, Shao-Rong
, p. 9846 - 9854 (2007/10/03)
Pd(II)-catalyzed acetalization of terminal olefins with electron-withdrawing groups was carried out smoothly in supercritical carbon dioxide under oxygen atmosphere when polystyrene-supported benzoquinone (PS-BQ) or CuII (CuI) chloride was employed as cocatalyst. The higher selectivity was achieved, without any chlorinated by-product detected, when using PS-BQ instead of CuII (or CuI) chloride. PS-BQ could be recycled with excellent catalytic activity remaining after each simple filtration. Chlorine ion was demonstrated to be a promoter. The different acetalization mechanisms were revealed by the subtle relationship of chlorine ion and benzoquinone (BQ) to the catalytic activity of PdCl2/PS-BQ, PdII-CuCl2 or Pd(OAc)2/PS-BQ.
Difunctional and Hetercyclic Prducts from the Ozonolysis of Conjugated C5-C8 Cyclodienes
Griesbaum, Karl,Jung, In Chang,Mertens, Henri
, p. 6024 - 6027 (2007/10/02)
Ozonolyses of the conjugated C5-C8 cyclodienes 1a-d in methanol, followed by reduction with DMS, have been examined.Monoozonolyses gave the corresponding unsaturated dialdehydes 2e as the primary products.In subsequent reactions, the dialdehydes 2e derived from the monoozonolyses of 1a, 1b, and 1c gave in high yields the heterocyclic compounds 7, 8k, and 9k, respectively.Diozonolyses of 1a-d gave the corresponding dialdehydes 3e as the primary products.In subsequent reactions, the dialdehydes 3e derived from 1b and 1c gave the heterocyclic compounds 8l and 9l, respectively.In addition, aldehydes 2e and 3e undervent partial acetalization reactions with methanol.