Use of crystal engineering concepts to explore amorphous polymorphs: TPP analogues

ORGN 360

Prasanna S. Ghalsasi and Jeff Yarger. Department of Chemistry, University of Wyoming, Laramie, WY 82071
The occurrence of polymorphic forms of crystalline compounds is well known. Secondary interactions plays a vital role for it, and are studied by crystal engineering. On the contrary, amorphous compounds show only short and intermediate ordering and have not been explored by concepts in crystal engineering. Triphenylphosphite (TPP) is an amorphous compound at room temperature and is a subject of our study. At lower temperatures, it exists in two configurations C3 and CS, and are confirmed by experimental as well as theoretical evidence. CS symmetric structure shows uncommon CH..O bonding interaction. We are presently involved in studying this CH…O bonding interaction, through crystal engineering concepts. Our intention is to enhance this hydrogen-bonding motif along with stabilizing CS polymorph. For this, we have prepared a series of methoxy substituted TPP analogues, using lithiation at 0C. In this process, we were the first to solve the crystal structure of phosphite at room temperature. We will discuss their synthesis, crystal structure and thermal behavior in comparison with TPP.
 

Physical Organic, Combinatorial, Materials, Molecular Recognition
8:00 PM-10:00 PM, Tuesday, March 30, 2004 Anaheim Convention Center -- Hall A, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, March 29, 2004 Anaheim Convention Center -- Hall A, Sci-Mix

Division of Organic Chemistry

The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004