The presence of remote aromatic rings in (1) and (2) dramatically enhance the Birch reduction of the norbornene double bond by factors of 180 and 210 respectively and these results have been explained in terms of orbital interactions through bonds.
M. N. Paddon-Row, R. Hartcher and R. N. Warrener, J. Chem. Soc., Chem. Commun., 1976, 305 DOI: 10.1039/C39760000305
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