Premium
NMR investigation of steric effects in alkyl‐ and haloadamantanes
Author(s) -
Seidl Peter Rudolf,
Yoneda Julliane Diniz,
Leal Kátia Zaccur
Publication year - 2005
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.865
Subject(s) - steric effects , chemistry , substituent , alkyl , chemical shift , halogen , steric factor , stereochemistry , computational chemistry , organic chemistry
The use of substituent effects on 1 H and 13 C chemical shifts to probe steric interactions was applied to other monosubstituted adamantanes. Existing literature data on series of halogen and alkyl substituents confirm that NMR chemical shifts are strongly affected by steric effects. The magnitude of these effects can be associated with data that reflect the ‘size’ of a substituent and the direction in which it extends. For alkyl groups, conformational effects must be taken into consideration in this type of analysis. Copyright © 2004 John Wiley & Sons, Ltd.