3,7-Dimethyl-3,7-diazabicyclo[3.3.1]nonane-2,6-dione-1,5-dicarboxylic acid derivatives: synthesis, structure and resolution

Chirality-directed self-assembling of long-chain dialkyl 3,7-diazabicyclo[3.3.1]nonane-2,6-dione-1,5-dicarboxylates

“…Bicyclic bis-lactams of C 2 symmetry hold much promise for building supramolecular structures. [1][2][3][4][5][6][7][8] It was shown recently 6 that bis-lactam A in crystal is self-assembled into heterochiral H-bonded tapes of a diagonal zigzag type. The first similar motive of structure was reported for cyclo-di-β-alanine 3,9 and then for bis-lactams of the [2.2.2], 1,2,4,8 [3.3.0] 5 and [3.3.1] 6 series.…”

“…† The structures of 4a,b were confirmed by 1 H and 13 C NMR spectra, which are in good agreement with published data for similar compounds. 6,7 The molecular and crystal structures of bis-lactam 4b were studied by X-ray diffraction. ‡ In the basic geometric parameters of the skeleton, compound 4b is almost identical to its diethyl analogue A studied previously.…”