V. Sankar Iyer

Long-range deuterium isotope effects on fluorine-19 chemical shifts of 4-substituted bicyclo[2.2.2]octyl- and bicyclo[2.2.1]heptyl-1-fluorides: deuterium as a substituent

2H/1H isotope effects on the 19F chemical shifts of 4-substituted bicyclo[2.2.2]oct-1-yl and bicyclo[2.2.1]hept-1-yl fluoride are significantly shielding and deshielding, respectively. This result is consistent with deuterium being viewed as an electronegative substituent relative to hydrogen when attached to an sp3 hybridised carbon.

Nucleophilic substitution at the bridgehead of 1,4-dihalobicyclo [2.2.2] octanes: an abnormal leaving group mobility order

Stannylation of 1-bromo- and 1-chloro-4-iodobicyclo[2.2.2]octane with (trimethyltin) lithium indicate an abnormal leaving group mobility (Br>I>Cl).