Aravazhi Amalan Thiruvalluvar

By Aravazhi Amalan Thiruvalluvar, Gopalsamy Vasuki, Jayaraman Jayabharathi and Sivaraman Rosepriya

This chapter describes the X-ray crystal structure analysis of selected benzimidazole derivatives, viz. BIP: 2-(1H-benzimidazol-2-yl)phenol, MBMPBI: 1-(4-methylbenzyl)-2-(4-methylphenyl)-1H-benzimidazole, DPBI: 1,2-diphenyl-1H-benzimidazole, PBIP: 2-(1-phenyl-1H-benzimidazol-2-yl)phenol, FPPBI: 2-(4-fluorophenyl)-1-phenyl-1H-benzimidazole and NPBIBHS: 2-(naphthalen-1-yl)-1-phenyl-1H-benzimidazole benzene hemisolvate. The BIP molecule is planar, and in the crystal, it is arranged in parallel planes, stabilised by π-π interactions and the hydrogen bonds. In MBMPBI, benzimidazole cores of the two independent (A and B) molecules are planar. Two C▬H…N hydrogen bonds link B molecules only, forming centrosymmetric dimers with R22(8) ring motifs. In the DPBI molecule, the benzimidazole core is planar: one hydrogen-bond interaction (C▬H…N) and C▬H…π (three) interaction leading to the three-dimensional arrangement. In the PBIP molecule, the benzimidazole is nearly planar. The hydrogen bonds and a π-π stacking interaction are present in the crystal. In the FPPBI molecule, the benzimidazole unit is almost planar. The C▬H…F hydrogen bonds and weak C▬H…π interactions lead to a three-dimensional architecture in the crystal. In NPBIBHS, the naphthalene fragment lies out of the plane about the benzimidazole core unit. The C▬H…N hydrogen bonds and C▬H…π interactions lead to a three-dimensional architecture in the crystal.

Part of the book: Chemistry and Applications of Benzimidazole and its Derivatives

By Aravazhi Amalan Thiruvalluvar

This chapter accounts for the synthesis and X-ray structure of selected imidazole derivatives: DMDPIMH: 4,5-dimethyl-1,2-diphenyl-1H-imidazole monohydrate, DMPPTI: 4,5-dimethyl-2-phenyl-1-(p-tolyl)-1H-imidazole, FPDMMPI: 2-(4-fluorophenyl)-4,5-dimethyl-1-(4-methylphenyl)-1H-imidazole, DMPDMPIHH: 1-(3,5-dimethylphenyl)-4,5-dimethyl-2-phenyl-1H-imidazole hemihydrate, DMPFPDMI: 1-(3,5-Dimethylphenyl)-2-(4-fluorophenyl)-4,5-dimethyl-1H-imidazole, FPMOPDMI: 2-(4-fluorophenyl)-1-(4-methoxyphenyl)-4,5-dimethyl-1H-imidazole, DMOPFPDMI: 1-(3,5-dimethoxyphenyl)-2-(4-fluorophenyl)-4,5-dimethyl-1H-imidazole, and FPTPI: 2-(4-fluorophenyl)-1,4,5-triphenyl-1H-imidazole. The molecular crystal structure was determined by this investigation, along with the impact of substitutions on the geometry of the imidazole units. The uses and applications of the imidazole compounds are described in the introduction. All eight imidazole derivatives’ syntheses were discussed. The essential characteristics of the imidazole derivatives are provided by the structural analyses of the eight derivatives and a portion of a database survey. All the derivatives have a planar imidazole unit. The crystal structures are stabilized by intermolecular O▬H…N, O▬H…O, C▬H…N, hydrogen bonds, and C▬H…π interactions.

Part of the book: Strategies for the Synthesis of Heterocycles and Their Applications