Intramolecular hydrogen bonds and the orientation of amino groupsin o-phenylenediamines
1967 ◽
Vol 45
(19)
◽
pp. 2135-2141
◽
Keyword(s):
The infrared absorption spectra of partially deuterated o-phenylenediamine and 4,5-di-methyl-, 4-methyl-, and 4-chloro-o-phenylenediamine in dilute CCl4 solution show double intramolecular [Formula: see text] hydrogen bonds in which the two NHD groups are equivalent and each group acts as both a proton donor and a proton acceptor. The ring substituent effect on this interaction in these compounds is small. In 4-methoxy-o-phenylenediamine, the amino groups are not equivalent, but double intramolecular hydrogen bonds are still present. In 4-nitro-o-phenylenediamine, only one intramolecular [Formula: see text] hydrogen bond appears to exist. The effect of N-substitution on some of these observations is discussed.
2006 ◽
Vol 106
(6)
◽
pp. 1304-1315
◽
2018 ◽
2020 ◽
Vol 20
(4)
◽
pp. 362-371
2010 ◽
Vol 66
(2)
◽
pp. 237-252
◽
2002 ◽
Vol 2002
(5)
◽
pp. 840-855
◽