Complexes of Borane and N-Heterocyclic Carbenes: A New Class of Radical Hydrogen Atom Donor

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• 作者：Shau-Hua Ueng ; Malika Makhlouf Brahmi ; É ; tienne Derat ; Louis Fensterbank ; Emmanuel Lacô ; te ; Max Malacria ; Dennis P. Curran
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：August 6, 2008
• 年：2008
• 卷：130
• 期：31
• 页码：10082-10083
• 全文大小：141K
• 年卷期：v.130,no.31(August 6, 2008)
• ISSN：1520-5126

文摘

Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B−H bond dissocation energies more then 20 kcal/mol less than free borane, diborane, borane−THF, and related complexes. Values are in the range of popular radical hydrogen atom donors like tin hydrides (70−80 kcal/mol). The resulting prediction that NHC borane complexes could be used as radical hydrogen atom donors was verified by radical deoxygenations of xanthates by using either AIBN or triethylborane as initiator.