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Solution-Dimerization of 4-Aryl-1,4-dihydropyridines

✍ Scribed by Andreas Hilgeroth; Ute Baumeister; Frank W. Heinemann


Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
320 KB
Volume
2000
Category
Article
ISSN
1434-193X

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✦ Synopsis


On irradiation at Ξ» Υ† 270 nm solutions of 4-aryl-1,4-Irradiation with filtered light (Ξ» ΟΎ 313 nm) leads to syn and anti dimers 4 and 3 in nearly equal yields. The poor yields of dihydropyridines 1 yield cage dimers 2 as the main products beside small amounts of anti dimers 3. 1 H-NMR data and X-anti dimers 3 on irradiation with unfiltered light are demonstrated to result from a partial cleavage back to their ray crystal structure prove centrosymmetrical properties for both dimers with axially orientated 4-aryl substituents.

monomeric starting materials 1.


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ChemInform Abstract: Novel Solid-State S
✍ A. HILGEROTH; F. W. HEINEMANN πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 31 KB

Novel Solid-State Synthesis of Dimeric 4-Aryl-1,4-dihydropyridines. -On irradiation in the solid state, 4-aryldihydropyridines (I) and (IV) undergo [2 + 2] cycloaddition to centrosymmetric head-to-tail dimers (II) and (V), respectively. Further irradiation of the dimers (II) provides the cage dimers