Controlling self-assembly in a dynamic way via external stimulus is a major challenge in supramolecular chemistry. We previously reported the assembly of an amphiphilic overcrowded alkene switch in the presence of 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC), into nanotubes capped with DOPC vesicles.1 Upon irradiating the assembled the nanotubes the overcrowded alkene switch can undergo an irreversible cyclization which leads to the disassembly of the nanotubes. We herein intend to use a molecular motor,2 which is also an overcrowded alkene, but through changing the molecular design we hope to avoid irreversibility in the photochemical step. Furthermore we aimed for a design in which the change between cis/trans is significantly large enough to ensure a change in the aggregates upon irradiation. We herein report the synthesis of amphiphile 1 and its photochemical characterization as well as its assembly behavior in water.1. A. C. Coleman, J. M. Beierle, M. C. A. Stuart, B. Maci�, G. Caroli, J. T. Mika, D. J. van Dijken, J. Chen, W. R. Browne, B. L. Feringa, Nature Nanotech. 2011  , 6, 547-552.2. M. M. Pollard, A. Meetsma, B. L. Feringa, Org. Biomol. Chem. 2008  , 6, 507-512.

Synthesis and self-assembly behavior of a novel amphiphilic molecular motor

248th National Meeting (2014)

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.