1461649-86-4Relevant articles and documents
Molecular architectonics of stereochemically constrained π-complementary functional modules
Avinash,Samanta, Pralok K.,Sandeepa,Pati, Swapan K.,Govindaraju
, p. 5838 - 5847 (2013/09/23)
The elucidation of the complex factors that govern recognition events at the molecular level represents a daunting challenge in our quest to master the art of pre-programmed molecular assemblies. In this context, we present the molecular architectonics of thoughtfully designed amino acid appended functional molecules 1-5. Naphthalenediimide (NDI and pyrene were employed as functional modules due to their unusual topological shape similarity as well as complementary π-acidic and π-basic character, respectively. In addition, we show that dyads of such unusual functional modules energetically favour alternate assembly in contrast to the predominant self-sorted assembly observed for single-component systems. Moreover, by incorporating minute structural mutations into the amino acid side-chains of 1-5, we successfully tailored their assemblies into well-defined supramolecular architectures, namely supercoiled helices, twisted nanoribbons, nanobelts, comb-edged nanoflakes and nanosheets. A detailed analysis with the aid of experimental and theoretical studies has generated interesting insights into the factors that govern the recognition events at the molecular level. In a quest to master pre-programmed molecular assemblies, we show that alternate stacking over self-sorting of functional aromatic modules can be energetically controlled by smarter molecular design. Furthermore, by introducing structural mutations into the side-chain of amino acid auxiliaries, the molecular assemblies form tailored well-defined 1D and 2D supramolecular nanoarchitectures. Copyright
