A ¹H and ¹³C NMR study of 4,8,9,10‐tetraaryl‐1,3‐diazatricyclo[3.3.1.1^3,7]decan‐6‐ones

Abstract

The 1 H and 13 C NMR spectra of 4,8,9,10-tetraaryl-1,3-diazatricyclo[3.3.1.1 3,7 ]decan-6-ones were measured at 400 and 500 and at 100 and 125 MHz, respectively. The chemical shifts were assigned unambiguously using oneand two-dimensional (H,H-COSY, C,H-COSY, NOESY, ROESY and HMBC) NMR spectroscopic data. 1D-INADEQUATE data also provide an independent assignment of the signals of the carbons of the heterocyclic rings. These results clearly indicate the axial orientation of two aryl groups in one piperidone ring and the equatorial orientation, of the other two aryl groups in another ring.

Synthesis of diversely substituted adamantanes as a new class of antimicrobial agent

“…The compounds 5a-m were characterized by IR, 1 H-NMR, and 13 C-NMR. Among these, the synthesis and their unambiguous chemical shift assignments of and 5a-m (except 5c, 5e, 5f, 5h, 5l) were already reported, and their spectral values were found to be in accord with the literature [16][17][18][19][20][21]; and hence the characterizations of remaining compounds 5c, 5e, 5f, 5h, 5l were included in the experimental section. However, the microbial screening of all these compounds was not reported in the literature and hence all of these compounds were synthesized.…”

“…Though the synthesis of 4,8,9,10-tetraaryl-1,3-diazatricyclo[3.3.1.1]decan-6-ones and its corresponding alcohols have been reported [16][17][18][19][20][21][22][23][24][25][26][27][28][29][30] for a limited number of derivatives, their biological significance is not yet explored and hence in the present work 4,8,9,10-tetraaryl-1,3-diazatricyclo[3.3.1.1]decan-6-ones were synthesized using the reports available in the literature [16][17][18][19][20][21][22][23][24][25][26][27][28][29][30], which in turn reduced into 4,8,9,10-tetraaryl-1,3-diazatricyclo[3.3.1.1]decan-6-ols using NaBH 4 ; characterized using IR, 1 H NMR, 13 C NMR, and mass spectral data and then subjected to antimicrobial evaluation against various microbial strains and the results were discussed.…”

“…The products 6a-m were characterized by IR, 1 H-NMR, and 13 C-NMR. Though some of these derivatives were already reported [16][17][18][19][20][21]; their complete chemical shift assignments were not available and hence the characterizations of 6a-m were included in the experimental section.…”