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Synthesis and tautomerism of persubstituted 1,3-dianils, and substituent rotation in their chiral nickel complexes

✍ Scribed by Rudolf Knorr; Alfons Weiβ; Heinz Polzer

Book ID: 104243780
Publisher: Elsevier Science
Year: 1977
Tongue: French
Weight: 250 KB
Volume: 18
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)92665-6

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✦ Synopsis

Whereas malondianils like & are easily accessible from substituted malondialdehydes ?_ (R1=R3=H), persubstituted acyclic 1,3-dianils 5 (Ri + H) cannot be synthesized from 1,3-diketones 1. If conventional methods of C/N-condensation"3 are applied to nmono-anilsn 5, the Beyer-Combea quinoline cyclization4 invariably takes place. This is true even for 5g with only two bulky substituents. Therefore, we designed a different synthetic method with C/C-condensation, based on previous work by Marekov, 5 Stork, 6 and Wittig.

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