1JCH correlates with alcohol hydrogen bond strength.
The strength of the H-bond donation by alcohols is reflected in the carbon-hydrogen bond of the H-C-O-H functional group. The one-bond 13C-1H spin-spin coupling constant of hexafluoroisopropanol (HFIP) correlates with the strength of the H-bond in various HFIP-amine complexes with a slope of approximately -0.2 Hz in 1JCH per approximately 1 kJ mol(-1) increase in the H-bond enthalpy. The decrease in 1JCH is attributed to an increased overlap of the H-bonding sigma orbital with the antibonding sigma orbitals of the vicinal C-H bonds.
Maiti
Nakul C
NC
Departments of Biochemistry and Chemistry, Case Western Reserve University, Cleveland, OH 44106, USA.
Zhu
Yuping
Y
Carmichael
Ian
I
Serianni
Anthony S
AS
Anderson
Vernon E
VE
D000438:Alcohols / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy / Q000379:methods / Q000592:standards*; D008956:Models, Chemical; D012015:Reference Standards; D013237:Stereoisomerism
D000438:Alcohols