Dynamic covalent chemistry of boron-containing heteroaromatic systems

ORGN 312

Douglas Philp, dp12@st-andrews.ac.uk, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, United Kingdom
Dynamic covalent chemistry offers an opportunity to develop synthetic protocols that incorporate a degree of error checking through the dynamic and reversible association of the components of a target structure through covalent bonds. The limited number of organic reactions that form covalent bonds and that are also completely reversible under mild conditions hampers the development of this field. This presentation will focus on the development of the dynamic covalent chemistry surrounding boron-nitrogen and boron-oxygen heteroaromatic systems based on phenanthrene and pyrene. We have demonstrated that these systems possess rapid, reversible and, most importantly, complementary dynamic covalent chemistries in both solution and the solid state. The synthesis, properties and dynamic reactions of four heteroaromatic systems will be discussed in the presentation.
 

Heterocycles and Aromatics
8:00 AM-12:00 PM, Tuesday, March 27, 2007 McCormick Place Lakeside -- Room E350, Level 3, Oral

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007