Document Type
Article
Publication Date
2011
Abstract
Reduction of dixanthylidene with potassium or lithium resulted in formation of the antiaromatic dianion in high yield. Attempts to form the dianion by excited-state deprotonation of dixanthene with n-butyllithium/TMEDA resulted in formation of the tetraanion from deprotonation ortho to the oxygen. Orientation of the sp3 hydrogens presumably allows preferential deprotonation of the xanthene rings.
Identifier
10.1021/jo102449y
Publisher
American Chemical Society
Repository Citation
Black, M., Woodford, C., & Mills, N. S. (2011). Antiaromatic dianions: Dianions of dixanthylidene by reduction and attempted excited-state deprotonation. Journal of Organic Chemistry, 76(7), 2286-2290. doi:10.1021/jo102449y
Publication Information
Journal of Organic Chemistry