
TY  - JOUR
A1  - Jessup, PJ 
A1  - Reiss, JA 
T1  - Cyclophanes. VI. The synthesis of [2,2](3,3')biphenylparacyclophanedienes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1976
VL  - 29
IS  - 6
SP  - 1267
EP  - 1275
KW  - 
UR  - https://doi.org/10.1071/CH9761267 
N2  - The preparations of [2,2](3,3')biphenylparacyclophane-1,9-dine (19) and a dimethyl derivative (20) synthesized by a ring-contraction procedure of the corresponding dithiacyclophanes (11) and (12) are reported. Both dienes (19) and (20) photocyclized under oxidative conditions to the benzo[ghi]- perylenes (21) and (22). Difficulties associated with the Stevens rearrangement in cyclophanes containing a para-disubstituted benzene moiety have been rationalized in terms of a competing ring- opening reaction. Several other reactions of the biphenylparacylophane ring system are reported, and the stereochemistry of the macrocycle is discussed. 
ER  -

