Nanostaircase formation in the solid state from self-assembling synthetic terephthalamides with a common molecular scaffold

Ray, Sudipta and Hegde, Raghurama P and Das, Apurba Kumar and Shamala, N and Banerjee, Arindam (2006) Nanostaircase formation in the solid state from self-assembling synthetic terephthalamides with a common molecular scaffold. In: Tetrahedron, 62 (41). pp. 9603-9609.

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Abstract

The design and construction of nanostructured materials using proper self-assembling molecular building blocks is a real challenge to scientists. Here, we present the formation of a new nano-architecture, i.e., nanostaircase in the solid state by using molecular building blocks, which are amenable to self-assembly in a directed manner to form the specific nanostructure. The molecular building blocks are terephthalamides 1–4, which are bis-terephthalamides of methyl esters of various \alpha-amino acids including L-leucine 1, D-leucine 2, L-isoleucine 3, and a-aminoisobutyric acid (Aib) 4. All terephthalamides presented here, irrespective of their different side chain residues or stereochemistry, self-assemble to form supramolecular nanostaircase structures in crystals. Each terephthalamide contains two good hydrogen-bond donors and two hydrogen-bond acceptors. Two $N–H^{...}O$ hydrogen bonds and $C–H^{...}$\pi interactions are responsible for the formation and stabilization of the nanostaircase structures in crystals. The molecular building blocks are packed orthogonally to each other in crystals and this arrangement can help the formation of nanostaircase structure upon self-assembly.

Item Type:	Journal Article
Publication:	Tetrahedron
Publisher:	Elsevier
Additional Information:	Copyright of this article belongs to Elsevier.
Keywords:	C–H/p interactions;Nanostaircase;Terephthalamide;Selfassembly;Hydrogen bonds
Department/Centre:	Division of Physical & Mathematical Sciences > Physics
Date Deposited:	08 Nov 2006
Last Modified:	19 Sep 2010 04:32
URI:	http://eprints.iisc.ac.in/id/eprint/8888

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