Transmission of Polar Substituent Effects in the Adamantane Ring System As Monitored by 19F NMR: Hyperconjugation as a Stereoinductive Factor

Article abstract of DOI:10.1021/jo00010a012

A limited series of (E)- and (Z)-5-substituted adamant-2-yl fluorides 8 and 9, respectively, has been synthesized and characterized, and 19F chemical shifts have been measured in several solvents.A wide range of 19F substituent chemical shifts (SCS, ppm)