113428-72-1Relevant articles and documents
A New Type of Electron Acceptor for Diels-Alder Reactions via Radical Cations
Mattay, Jochen,Gersdorf, Joachim,Mertes, Juergen
, p. 1088 - 1090 (1985)
Ketone-LiClO4 mixtures have been shown to be effective electron acceptors for catalysing Diels-Alder reactions, which may proceed both via the radical cation of the diene and via the radical cation of the dienophile.
Photoreactions of Benzonitrile with Cyclic Enol Ethers
Mattay, Jochen,Runsink, Jan,Heckendorn, Roland,Winkler, Tammo
, p. 5781 - 5790 (2007/10/02)
Upon irradiation cyclic enol ethers such as 1-methoxy-cyclopentene (4) mainly add across the cyano group of benzonitrile (1) under formation of 2-azabutadienes of an imidoester type.This is in agreement with the so-called ΔG-correlation which was reported
Photochemical Cycloadditions of 1,3-Dioxoles to Anisole
Mattay, Jochen,Runsink, Jan,Piccirilli, Joseph A.
, p. 15 - 20 (2007/10/02)
Anisole yields both ortho- and meta-cycloadducts upon irradiation in the presence of 1,3-dioxole and 2,2-dimethyl-1,3-dioxole.The mode and the regio- and stereo-selectivities of these cycloadditions are rationalized on the basis of the exciplex-zwitterion mechanism.
SELECTIVITY AND CHARGE TRANSFER IN PHOTOREACTIONS OF ARENES WITH OLEFINS 1. SUBSTITUTION VERSUS CYCLOADDITION
Mattay, Jochen
, p. 2393 - 2404 (2007/10/02)
In photoreactions of arenes with olefins the mode of reaction strongly depends on the charge transfer between the starting materials.Substitution is preferred if the electron transfer becomes exergonic, i.e. if ΔG 0 according to the Rehm-Weller equation.In some special systems substitution is avoided by electron transfer-triplet formation.Various photoreactions which already have been described in the literature are discussed in view of this ΔG-correlation besides own experimental results.