13C NMR measurement of hydrogen bonding effects for hydroxylic compounds: relationships between the OH stretching frequencies, the chemical shifts of proton donor group and electron reorganization

Abstract The carbon chemical shifts induced by hydrogen bonding have been measured for complexes between phenol, methanol, benzylic alcohol and π or n bases. Linear relationships are obtained between corrected induced chemical shifts and the IR frequency shifts Δν OH but reverse slopes result for C-1 sp 2 and sp 3 carbons.