Configurational Assignment and Conformational Study of Methylglyoxal Bisdimethylhydrazones Derived from the 2-Ethoxypropenal Precursor
Keyword(s):
A configurational assignment of the isomeric methylglyoxal bisdimethylhydrazones derived from the 2-ethoxypropenal precursor has been performed based on experimental measurements and high-level ab initio calculations of 1J(C,C) and 1J(C,H) couplings. The results reveal the marked stereochemical dependence upon the orientation of the lone pairs of both nitrogen atoms in different isomers. Methylglyoxal bisdimethylhydrazone is shown to exist in a mixture of the EE and ZE isomers (ca. 75:25), both of which adopt predominant s-trans conformations with minor (up to 8°) out-of-plane deviations.
2002 ◽
Vol 619
(1-3)
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pp. 37-43
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2016 ◽
Vol 18
(4)
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pp. 2548-2563
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Keyword(s):
2008 ◽
Vol 346
(1-3)
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pp. 237-246
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Keyword(s):
2000 ◽
Vol 104
(23)
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pp. 5551-5557
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2000 ◽
Vol 104
(6)
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pp. 1332-1336
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