C-13 NMR OF PARA-SUBSTITUTED HYDRAZONES, PHENYLHYDRAZONES, OXIMES, AND OXIME METHYL ETHERS - SUBSTITUENT EFFECTS ON THE IMINYL CARBON
C-13 NMR OF PARA-SUBSTITUTED HYDRAZONES, PHENYLHYDRAZONES, OXIMES, AND OXIME METHYL ETHERS - SUBSTITUENT EFFECTS ON THE IMINYL CARBON
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DOI：
10.1021/jo00175a019
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发表时间：
1984-01-01
影响因子：
3.6
通讯作者：
KRAUSE, JG
中科院分区：
文献类型：
--
作者：
GORDON, MS;SOJKA, SA;KRAUSE, JG
Carbon-13 NMR spectroscopy has been a useful tool for the study of ground-state electronic environments of organic molecules. We have performed a systematic studyof thecarbon-13 NMR spectra of hydrazones, phenylhydrazones, oximes, and oxime ethers with a view toward trying to understand the electron distribution in these molecules.The chemistry and nature of the carbon-nitrogen double bond has attracted many investigators because of the in-triguing characteristics this simple atomic combination imparts to molecules. 2 Thus, depending upon the sub-stituents on carbon and nitrogen, the molecule may display rotational freedom or exists as definite isomers. The mechanism of rotation around the carbon-nitrogen double bond still remains of interest. 3, 4 A wide range of reactivity is possible which includes reactions at carbon or nitrogen, as well as, possibilities of hydrogen bonding and transfer. Throughout many studies, carbon-13 NMR spectroscopy has played a vital role. 5-15 More recently, nitrogen-15 NMR spectroscopy has been used to investigate the nature of the carbon-nitrogen double bond. 16™ 22 In this report we present a systematic carbon-13 NMR spectroscopic study of para-substituted hydrazones, phenylhydrazones, oximes, and oximemethyl ethers. The intention of this
