The Prediction of the ¹³C NMR Signal Positions in Substituted Naphthalenes, Part 2: The Use of Statistical Substituent Chemical Shift (SSCS) Values

Abstract

The prediction of the ¹³C NMR signals for derivatives of naphthalene has been investigated using statistical Substituent Chemical Shift (SSCS) values. For α-derivatives the model had a correlation coefficient of observed versus predicted line positions of r=.98 with an standard deviation of 2.1ppm while in the β case r=.98 with the standard deviation being 2.0ppm. Prediction of the 9 and 10 positions had an r=.93 with the standard deviation being 1.5ppm. The data base consisted of 5250 signals from 525 naphthalene derivatives.

Key Words:

• ¹³C NMR of naphthalenes
• statstistical substituent chemical shift (SSCS) values
• mathematical modeling