Abstract
Vinylbenzylmalonic acid (4) was condensed with N,N′-diphenylformamidine (5 a), N,N′-diphenylacetamidine (5 b), S-propyl-1,3-diphenylisothiourea (6) and anilinopyridine (7) in the presence of dicyclohexylcarbodiimide (DCC). The resulting new mesoionic monomers 8 a–d were polymerized with 2,2′-azoisobutyronitrile (AIBN) as an initiator and dodecanethiol as a chain transfer agent. The low molecular weight model compounds 5-benzyl-pyrido[1,2-a]pyrimidine-2,4-dione (9 a) and 5-hexadecyl-4,6-dioxo-1,3-diphenyl-2-hexadecylthio-1,3-diazine (9 b) were prepared for X-ray diffraction analysis and comparison of spectroscopical data.
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