
TY  - JOUR
A1  - Halton, Brian 
A1  - Jones, Carissa S. 
A1  - Northcote, Peter T. 
A1  - Boese, Roland 
T1  - Studies in the Cycloproparene Series: Formation of a New Dimer of 1<emph type="2">H</emph>-Cyclopropa[<emph type="2">b</emph>]naphthalene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1999
VL  - 52
IS  - 4
SP  - 285
EP  - 290
KW  - 
UR  - https://doi.org/10.1071/C98179 
N2  - 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. 
ER  -

