Anomaly in palladium-catalyzed phenylethynylation of 2, 2'-dihalobiphenyls: formation of alkylidenefluorenes

TK Dougherty, KSY Lau…

Index: Dougherty, T. Kirk; Lau, Kreisler S. Y.; Hedberg, Frederick L. Journal of Organic Chemistry, 1983 , vol. 48, # 26 p. 5273 - 5280

Full Text: HTML

Citation Number: 53

Abstract

2, 2'-Diiodobiphenyl and 5, 5'-dinitro-2, 2'-dihalobiphenyls underwent palladium-catalyzed phenylethynylation with 2 mol of phenylacetylene to yield 3-(fluoren-9-ylidene)-1, 3- diphenylpropyne and 3-(3, 6-dinitrofluoren-9-ylidene)-l, 3-diphenylpropyne, respectively. These fluorenyl compounds exhibited well-defined splitting patterns for the fluorenyl ring protons in the 250-MHz proton NMR spectra. The structure of 3-(fluoren-g-ylidene)-1, 3- ...

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