
TY  - JOUR
A1  - Allan, RD 
A1  - Wells, RJ 
T1  - The decomposition of Bicyclo[3,3,1]nonan-9-ylidene
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1970
VL  - 23
IS  - 8
SP  - 1625
EP  - 1633
KW  - 
UR  - https://doi.org/10.1071/CH9701625 
N2  - The intramolecular decomposition products of bicyclo[3,3,1]nonan-9-ylidene, generated by thermal decomposition of the sodium salt of bicyclo[3,3,1]nonan-9-one-tosylhydrazone, have been investigated in protic and aprotic solvents and also without solvent. When bicyclo[3,3,1]nonan-9-ylidene is generated in the presence of excess base in aprotic solvents product analysis indicates that 1,3 insertion is predominant with some carbene rearrangement. When a protic solvent is used the product composition indicates a predominantly cationic intermediate. Decomposition of the carbene in the presence of a limited amount of base, even under aprotic conditions, gives rise to products resulting from both cationic and carbenoid intermediates. 
ER  -

