Molecular recognition-directed solid-state self-assembly of polyhydroxy compounds with aromatic bases

ORGN 629

Akhila Jayaraman1, Venkataramanan Balasubramanian, scip7276@nus.edu.sg1, and Suresh Valiyaveettil, chmsv@nus.edu.sg2. (1) Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore, (2) Singapore-MIT Alliance, National University of Singapore, 3 Science Drive, Singapore 117543, Singapore
Polyhydroxy compounds represent an interesting class of hydrogen bonded donor acceptor systems. Interesting supramolecular architectures formed via self-recognitin and intermolecular recognition of 3D building blocks with multiple hydroxyl (O-H) groups and aromatic bases were characterized in the solid lattice. Here, we report the synthesis, solid state self assembly of three polyhydroxy compounds and their complexes with aromatic bases such as pyrazine, 4,4'-bipyridine, 1,10 phenanthrolin, 4-bis(4-pyridyl)ethylene and 2-bis(4-pyridyl)ethane. The adducts are stabilized through strong hydrogen bonds (O-H•••O and O-H•••N) and other weak interactions. The rigid geometries of the molecules introduced considerable free volume in the crystal lattice, which led to interesting supramolecular assemblies such as ladders and superadamatane structures.
 

Molecular Recognition and Self-Assembly
8:00 AM-12:00 PM, Wednesday, 16 March 2005 Convention Center -- Room 11A, Oral

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005