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Pteridine studies: III — 13 C n.m.r. data of pteridine, some of its derivatives and their covalent σ‐adducts with ammonia and water
Author(s) -
Geerts J. P.,
Nagel A.,
van der Plas H. C.
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.1270081204
Subject(s) - pteridine , covalent bond , chemistry , amination , substituent , ammonia , stereochemistry , adduct , medicinal chemistry , organic chemistry , enzyme , catalysis
13 C n.m.r. spectral data of pteridine and nineteen of its derivatives (containing one or more chloro, methylthio, methyl, t ‐butyl or phenyl substituents) are reported. The 13 C n.m.r. spectrum of the title compound has been assigned conclusively. 13 C n.m.r. substituent effects are shown to be very useful in discerning between 6‐ and 7‐substituted pteridines. Additionally, the 13 C n.m.r. spectra of several covalent amination products, i.e. the 3,4‐dihydro‐4‐ amino‐ and the 5,6,7,8‐tetrahydro‐6,7‐diaminopteridine derivatives, formed by dissolving the appropriate pteridine in liquid ammonia, have been recorded. The 13 C n.m.r. spectra of the corresponding covalent hydrates are also reported.