112296-60-3Relevant academic research and scientific papers
Catalysis with inorganic cations. 2. The effect of some perchlorates on Diels-Alder reaction rates
Casaschi, Adele,Desimoni, Giovanni,Faita, Giuseppe,Invernizzi, Anna Gamba,Lanati, Simonetta,Righetti, PierPaolo
, p. 8002 - 8007 (1993)
The effects of sodium, lithium, barium, and magnesium perchlorate in acetone solution on the rates of different Diels-Alder reactions were kinetically investigated, 13C-NMR spectroscopy being used as a tool to infer the mechanism of coordination of the solvated cations acting as catalysts. The Diels-Alder reactions, whose rates increase with increasing electrophilic character of the solvent, are strongly accelerated in the presence of the metal cation. The order of the cation activity, Mg2+ > Ba2+ ≥ Li+ > Na+, parallels the order of their respective charge:radius ratios. The Diels-Alder reactions characterized by a nucleophilic or nonspecific solvent effect are nearly insensitive to the presence of any metal cation, since it cannot act as an electrophile. The small increase in the rate of such reactions can be due to nonspecific interactions.
SOLVENT EFFECT AS THE RESULT OF FRONTIER MOLECULAR ORBITAL INTERACTION. IV. A PARALLEL BETWEEN SOLVENT EFFECT AND ACID CATALYSIS IN THE INTRAMOLECULAR HETERO-DIELS-ALDER REACTION.
Coda, Andreina Corsico,Desimoni, Giovanni,Faita, Giuseppe,Righetti, Pierpaolo,Tacconi, Gianfranco
, p. 775 - 788 (2007/10/02)
The solvent effect of the intramolecular hetero-Diels-Alder (I.H.D.A.) reaction of 1-phenyl-4--5-pyrazolone (3) was measured in several solvents.The rate increased with increases in the Acceptor Number of the solvent,
Intramolecular Hetero-Diels-Alder Reaction of Alkylidene- and Benzylidenepyrazolones and Benzylideneisoxazolones. Investigations toward the Conformation of the Transition State
Tietze, Lutz F.,Brumby, Thomas,Pretor, Martina,Remberg, Gerd
, p. 810 - 820 (2007/10/02)
Stereochemical aspects of the intramolecular hetero-Diels-Alder reaction of hetero dienes are studied.Knoevenagel condensation of aromatic aldehydes 1, 12, 15,, and 21 with pyrazolones 8a-h and isoxazolone 17 gave the corresponding hetero dienes, e.g.,9a-
