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Novel generation of selenoaldehydes through stannic chloride-induced unsymmetrical C-Se bond cleavage of bis(N,N-dimethylcarbamoylseleno)methanes
Authors:Kazuaki Shimada  Yaling Gong  Hidenori Nakamura  Rei Matsumoto  Shigenobu Aoyagi  Yuji Takikawa
Institution:Department of Chemical Engineering, Faculty of Engineering, Iwate University, Morioka, Iwate 020-8551, Japan
Abstract:Treatment of a benzene or a CH2Cl2 solution of bis(N,N-dimethylcarbamoylseleno)methanes with SnCl4 afforded β-1,3,5-triselenanes, and the key intermediates, acylselonium ions and selenoaldehydes, were successfully trapped by using allyltrimethylsilane or 2,3-dimethyl-1,3-butadiene to obtain the allylation products or the cycloadducts, respectively.
Keywords:Bis(N  N-dimethylcarbamoylseleno)methane  Diselenoacetal  Selenoaldehyde  β-1  3  5-Triselenane  Acylselonium ion
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