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