Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 35, Pages 6967-6975Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201201131
Keywords
Nitrogen heterocycles; Proton sponges; Structure elucidation; Nucleophilic substitution
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Funding
- New Zealand Tertiary Education Commission
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A new route to unsymmetrical derivatives of quino[7,8-h]quinoline was developed. Substitutions at the 2,11-, 4,9- and 6,7-positions of quino[7,8-h] quinoline were also successfully performed. X-ray crystal structure determinations of the resulting products revealed the propensity for derivatives of this molecule to exist in either stabilised keto or imino forms as a result of the formation of a strong intramolecular N-H center dot center dot center dot N hydrogen bond.
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