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Solution-Dimerization of 4-Aryl-1,4-dihydropyridines (2000)

Hilgeroth, Andreas ; Baumeister, Ute ; Heinemann, Frank W.

Weinheim : Wiley-Blackwell

Liebigs Annalen 2000 (2000), S. 245-249

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ISSN: 1434-193X

Keywords: Cycloadditions ; Cage compounds ; Dimerizations ; Steric hindrance ; Photochemistry ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

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

Additional Material: 2 Ill.

Type of Medium: Electronic Resource

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