Novel aromatic systems. 10. Methylated biphenylene dianions: NMR spectroscopic and theoretical investigation

…, GKS Prakash, PR Schleyer, GA Segal

Index: Bausch, Joseph W.; Gregory. Peter S.; Olah, George A.; Prakash, G.K. Surya; Schleyer, Paul v.R.; Segal, Gerald A. Journal of the American Chemical Society, 1989 , vol. 111, # 10 p. 3633 - 3640

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Citation Number: 32

Abstract

Abstract: A series of methylated biphenylene dianions were generated by reduction of the respective hydrocarbons with lithium metal in THF and 2-MeTHF solutions with the aid of ultrasound and characterized by'H, I3C, and 7Li NMR spectroscopy. The majority of these dianions were found to be more stable than the parent biphenylene dianion toward ring opening to the corresponding dilithiobiphenyls. The enhanced stability of the dianions ...