Isolable diboryl radicals acting as highly efficient reaction intermediates under mild conditions. Issue 86 (30th September 2019)

• Record Type: Journal Article
• Authors: Feng, Rui; Yang, Wenbang; Wang, Wenqing; Zhao, Yue; Tan, Gengwen; Zhang, Li; Wang, Xinping
• Is Part Of: Chemical communications. Volume 55:Issue 86(2019)
• Page Start: 12908
• Page End: 12911
• Publication Date: 2019-09-30
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc06514h
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Activation of the B–B bond in diborane with dimesitylpyridyl boranes afforded the stable diboryl radicals in moderate yields. Abstract : Activation of the B–B bond in diborane B2 (OR)4 with dimesitylpyridylboranes 1 and 2 afforded stable diboryl radicals 3 and 4 in moderate yields, respectively, which were studied by single crystal X-ray crystallography, EPR and UV/Vis spectroscopy, in conjunction with theoretical calculations. The diboryl radicals could react with the substrates p -benzoquinone, 2, 2, 6, 6-tetramethyl-1-piperidinyloxy (TEMPO) and its derivative to form useful boron-containing reagents. Moreover, a much higher yield was achieved in the catalytic reaction of p -benzoquinone and diborane with 1 or 2 in comparison to 4-cyanopyridine as the catalyst, in which the diboryl radicals act as reaction intermediates, highlighting the importance of the stability of the boryl radicals in improving the reaction efficiency.