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Carbon‐13 nuclear magnetic resonance spectra: III—2‐heteroadamantanes
Author(s) -
Duddeck Helmut,
Wolff Peter
Publication year - 1976
Publication title -
organic magnetic resonance
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0030-4921
DOI - 10.1002/mrc.1270081202
Subject(s) - adamantane , substituent , heteroatom , chemical shift , chemistry , spectral line , carbon fibers , diamondoid , carbon 13 , stereochemistry , crystallography , nuclear magnetic resonance , medicinal chemistry , organic chemistry , materials science , molecule , ring (chemistry) , physics , composite number , quantum mechanics , astronomy , composite material
The 13 C n.m.r. spectra of some 2‐heteroadamantanes and 1‐substituted 2‐heteroadamantanes are reported. The influences of the heteroatoms in the adamantane framework, and those of the substituents attached to it, on the 13 C chemical shifts of the adamantane carbons are investigated and compared with related compounds such as the corresponding heterocyclohexane derivatives and 2‐mono‐ and 2,2‐disubstituted adamantanes. The nonadditivity of the substituent effects for 1‐substituted 2‐heteroadamantanes, especially for the geminally substituted carbons, is substantially confirmed. In addition, the influences of a missing CH 2 group and of NCH 3 carbons upon the 13 C chemical shifts of the carbons in the adamantane system are described.