engleski

C6-SUBSTITUENT EFFECT ON THE REGIOSELECTIVITY OF PURINE ACYLATION

C6-substituent on the purine ring effects the N7/N9 ratio of the products during purine ferrocenoylation. Higher the Chartons’ steric parameter, higher the portion of the N9 regioisomer in the reaction. Quantum-chemical calculation correlates calculated activation energies (for N7-product) with the ratio of N7 product. This sugests that the bulkier substituent inhibits the acylation of N7 position and leads to regiospecificity in N9-isomer formation. Still, in some cases the steric effects do not explain the observed regiospecificity, so the electronic effect of the substituent must be considered.

ferrocene, purine, regioselectivity, NMR, DFT

nije evidentirano