Abstract
The preparation of the title compound, C26H25N, was achieved by the condensation of an ethano-lic mixture of benzaldehyde, cyclo-hexa-none and ammonium acetate in a 2:1:1 molar ratio. There are two crystallographically independent mol-ecules in the asymmetric unit. The two cyclo-hexyl rings adopt an anti-envelope conformation with the benzyl moiety adopting a cis conformation with respect to the nitro-gen atom of the phenanthridine segment. In the crystal, mol-ecules are linked through C-H⋯N inter-actions into hydrogen-bonded chains that are further arranged into distinct layers by weak offset π-π inter-actions.
Highlights
The preparation of the title compound, C26H25N, was achieved by the condensation of an ethanolic mixture of benzaldehyde, cyclohexanone and ammonium acetate in a 2:1:1 molar ratio
Molecules are linked through C—HÁ Á ÁN interactions into hydrogen-bonded chains that are further arranged into distinct layers by weak offset – interactions
The formation of a phenanthridine derivative was achieved via a one-pot reaction using cyclohexanone and benzaldehyde in an ethanolic solution of ammonium acetate
Summary
The preparation of piperidine derivatives via the Mannich reaction is well documented (Noller & Baliah, 1948). Phenanthridine derivatives are an important class of heterocyclic nitrogen-based compounds that form a range of natural products and biologically important molecules (Tumir et al, 2014) These compounds have found significant applications in different fields, including their potential applications in medicinal chemistry (Stevens et al, 2008) and in the fabrication of materials (Gerfaud et al, 2009). Researchers have been interested in the development of efficient and versatile methods for the synthesis of these materials (Bao et al, 2014; Xu et al, 2014) These compounds can be fabricated using a range of synthetic methods, including cyclization, that require harsh conditions and several preparation steps to obtain phenanthridines (Herrera et al, 2006).
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