
%0 Journal Article
%A Halton, Brian 
%A Jones, Carissa S. 
%A Northcote, Peter T. 
%A Boese, Roland 
%T Studies in the Cycloproparene Series: Formation of a New Dimer of 1<emph type="2">H</emph>-Cyclopropa[<emph type="2">b</emph>]naphthalene
%J Australian Journal of Chemistry
%D 1999/05/27
%V 52
%N 4
%P 285-290
%K 
%R https://doi.org/10.1071/C98179
%U https://www.publish.csiro.au/paper/C98179 
%X 1-(Trimethylsilyl)-1H-cyclopropa&#91;b&#93;naphthalene (10) and its 1-methyl derivative (11) have been isolated as pure compounds from use of a lipophilic size exclusion gel. Acylation of the 1H-cyclopropa&#91;b&#93;naphthalenyl anion (2) is effected with N,N -dimethyl-benzamide and -acetamide to give (5) and (6), respectively. Analogous reactions with the 1-(trimethylsilyl)-1H-cyclopropa&#91;b&#93;naphthalenyl anion (9) do not yield the 1-acyl-1-(trimethylsilyl)-1H-cyclopropa&#91;b&#93;naphthalenes (12) and (13); instead the novel 6-methyl- 7H-dibenzo&#91;b,g&#93;fluorene (15) results from attempted acetylation. Compound (15), a formal dimer of 1H-cyclopropa&#91;b&#93;naphthalene (1), is formed also from anion (9) both in toluene and from addition of hydrocarbon (1); its structure is assigned from spectroscopic data and confirmed by single-crystal X-ray analysis. 
