
TY  - JOUR
A1  - Dent, BR 
A1  - Halton, B 
T1  - Studies in the Cycloproparene Series: The Generation and Trapping of 1H-Cyclopropa[l]phenanthrene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1987
VL  - 40
IS  - 5
SP  - 925
EP  - 936
KW  - 
UR  - https://doi.org/10.1071/CH9870925 
N2  - 1H- Cyclopropa [l] phenanthrene (4a) has been generated and trapped with furan as cycloadducts (16) and (17). The route to (4a) involves highly regioselective formation of la- methylselenodihydrocyclopropa [I] phenanthrene (60) (80%) by addition of methaneselenolate to 1aH-cyclopropa [I] phenanthrene (7a). Methylation of (60) to give the tetrafluoroborate salt (6p)and subsequent base treatment affords (4a) via the methylselenonium methylide (6q). The non-aromatic laH-cyclopropaphenanthrene (7a) is easily obtained by removal of the elements of chlorotrimethylsilane from chlorides (6m,n). These latter compounds result from half-reduction of the dichlorocarbene adduct (61) of 9-trimethylsilylphenanthrene (51). 
ER  -

