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Photophysical and Electrochemical Properties of Pyrimidopteridine‐Based Organic Photoredox Catalysts

2021, Taeufer, Tobias, Argüello Cordero, Miguel A., Petrosyan, Andranik, Surkus, Annette‐E., Lochbrunner, Stefan, Pospech, Jola

Herein we describe the synthesis and photophysical and electrochemical characterization of pyrimidopteridine-based photoredox catalysts. The pyrimidopteridines can be obtained from the corresponding N-oxides through photo-mediated oxygen atom transfer to a sacrificial acceptor molecule on gramscale. The presence of a triplet excited state was evidenced by means of transient absorption spectroscopy. Pyrimidopteridines are potent excited state oxidants with excited state reduction potentials exceeding +2.10 V vs. SCE in MeCN. The catalytic activity is illustrated in the photo-mediated oxidative annulation of 2-phenylbenzoic acid.

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Brønsted acid-catalyzed hydroarylation of activated olefins

2014, Fleischer, Ivana, Pospech, Jola

A mild, regiospecific Brønsted acid-catalyzed hydroarylation of activated olefins, capable of the formation of quinone methide-like intermediates, has been investigated. Variously substituted 2- and 4-vinylphenols, 4-vinylaniline or 6-vinyl-naphthalen-2-ol were successfully implemented in a sequential protonation and Friedel–Crafts-type alkylation reaction of electron-rich arenes.