Five new 3-alkyl-5-benzylidene- and five new 3-alkyl-5-cinnamylidene-2-selenorhodanines were obtained by treatment of methylation products of appropriate rhodanines with H2Se. The stability of 2-thiazolinium salts with SCH3 or RNCH3 group formed during methylation is determined by substituents at C-5 and N-3 atoms.
The crystal structure of 1-ethyl-4-(p-methylbenzylidene)-2-methylseleno-5-imidazolinone has been determined by X-ray diffraction methods. The crystals are triclini, space group P1, with a=8.130 (1) A, b=8.888(1) A, c=9.287(1) A, alpha=93.80(1)o, beta=94.86(1)o, gamma=92.67(1)o, Z=2. The molecule is approximately planar with most of the bonds participating in a conjugated system, stabilized by weak intramolecular hydrogen bond, C8-H8 ...N1. Concusions about electron distribution within this system have been drawn from the bond angles and bond lenghts. In the unit cell, molecular pairs can be discrened with antiparallel imidazole rings in the distance of 3.5 A.
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