The preparation of some adiponitriles with two equivalent asymmetric carbon atoms in the alpha-alpha' positions is described. The two diastereoisomeric forms isolated for each of them are assigned meso and dl configurations on the basis of a detailed analysis of the NMR signals of the -CH2-CH2- groups, which constitute an AA'BB' spin-spin coupling system. The differences in physical properties of the meso and dl compounds are examined, and some partial and total hydrolysis reactions are described.
Diastereoisomeric Forms of alpha,alpha’-diphenyl-substituted Adiponitriles / G., Casini; M., Ferappi; B. R., Pietroni; Taddei, Ferdinando; Schenetti, Luisa. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 28:(1972), pp. 1497-1503.
Diastereoisomeric Forms of alpha,alpha’-diphenyl-substituted Adiponitriles
TADDEI, Ferdinando;SCHENETTI, Luisa
1972
Abstract
The preparation of some adiponitriles with two equivalent asymmetric carbon atoms in the alpha-alpha' positions is described. The two diastereoisomeric forms isolated for each of them are assigned meso and dl configurations on the basis of a detailed analysis of the NMR signals of the -CH2-CH2- groups, which constitute an AA'BB' spin-spin coupling system. The differences in physical properties of the meso and dl compounds are examined, and some partial and total hydrolysis reactions are described.
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