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Full-Text Articles in Physical Sciences and Mathematics
Dications Of 3-Phenyl-Indenylidene Dibenzo[ A.D ]Cycloheptene: The Role Of Charge In The Antiaromaticity Of Cationic Systems, Nancy S. Mills, Francine E. Cheng, Joseph M. Baylan, Cornelia Tirla, Jennifer L. Hartmann, Kiran C. Patel, Bart J. Dahl, Sean P. Mcclintock
Dications Of 3-Phenyl-Indenylidene Dibenzo[ A.D ]Cycloheptene: The Role Of Charge In The Antiaromaticity Of Cationic Systems, Nancy S. Mills, Francine E. Cheng, Joseph M. Baylan, Cornelia Tirla, Jennifer L. Hartmann, Kiran C. Patel, Bart J. Dahl, Sean P. Mcclintock
Chemistry Faculty Research
Dications of 9-(3-phenyl-1H-inden-1-ylidene)-5H-dibenzo[a,d]cycloheptene, 52+, were prepared by oxidation with SbF5 in SO2ClF, and their magnetic behavior was compared to dications of 9-(3-phenyl-1H-inden-1-ylidene)-9H-fluorene, 22+. The good correlation between the experimental 1H NMR shifts for the dications that were oxidized cleanly and the chemical shifts calculated by the GAIO method supported the use of the nucleus independent chemical shifts, NICS, to evaluate the antiaromaticity of the indenyl systems of 22+/52+ and their unsubstituted parent compounds, 62+ and 72+, as well as the antiaromaticity of the fluorenyl system of 22+/72+ …
Antiaromatic Dianions: Dianions Of Dixanthylidene By Reduction And Attempted Excited-State Deprotonation, Mary Black, Clifford Woodford, Nancy S. Mills
Antiaromatic Dianions: Dianions Of Dixanthylidene By Reduction And Attempted Excited-State Deprotonation, Mary Black, Clifford Woodford, Nancy S. Mills
Chemistry Faculty Research
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.