Fine Technologies — Organometallic compounds of main group elements as versatile syntons in organic synthesis

Aim of project
The main goal of the project is to work out selective methods of the synthesis of new organolithium compounds which are potential, versatile reagents in organic synthesis. Investigations will be carried out in a small laboratory scale; scale-up experiments are planned as well. As organolithium compounds fi rst of all aryl- and benzyllithium derivatives containing various functional groups will be taken into account. One of the key problems to solve are the correlations between the structure of the obtained compounds and their stability and reactivity in the micro and macro scale. Generated derivatives will be reacted with electrophiles and the obtained results will be evaluated in terms of their application in organic synthesis.

Another goal of the work are investigations on the structure of the obtained compounds, especially on the structure of substituted arylboronic acids, which have practical application in supramolecular chemistry as well as in medicine (Boron Neutron Capture Therapy). Fine technologies of the synthesis of such compounds are also planned.

Expected results
A work-up of the new methods of synthesis of substituted halogenated aryls and arylboronic acids based on regioselective metalation or halogen-lithium exchange reactions. A practical application of these methods in the scale-up synthesis is also expected.
A work-up of the general method of the synthesis of the chiral α-aryloxy and α-N,N-diorganoaminoaldehydes;
Application of arylboronic acids in the synthesis of new boron- containing compounds for BNCT.