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Redox Chemistry of a Hydroxyphenyl‐Substituted Borane
Authors:Po‐Yeng Feng  Yi‐Hung Liu  Prof Tien‐Sung Lin  Prof Shie‐Ming Peng  Prof Ching‐Wen Chiu
Institution:Department of Chemistry, National Taiwan University, No.1, Sec. 4, Roosevelt Rd., Taipei, 10617 (Taiwan)
Abstract:Chemical reduction of a hydroxyphenyl‐substituted borane triggers a sequential electron‐ and intramolecular hydrogen‐atom‐transfer process to afford a hydridoborate phenoxide dianion. On the other hand, hydrogen‐atom abstraction of the borane leads to the isolation of a neutral borylated phenoxyl radical, which can be transformed to the corresponding benzoquinone borataalkene derivative by reduction with cobaltocene.
Keywords:boranes  electron transfer  free radicals  hydrogen‐atom transfer  reduction
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