1,8-Naphthalenedisulfonate was reductively desulfonated by N-benzyl-1,4-dihydronicotinamide, whereas no desulfonation was observed for the 1,6-isomer. The high reactivity of the 1,8-isomer is attributed to the steric-strain that enforces the shift of the initial state with the sp2 -carbon close to the transition state with the sp3 - carbon.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry