Heavily iodinated anionic borane and carborane clusters have potential applications as X-Ray contrast agents, isotopic markers, and boron neutron capture therapy drugs. Due to their significantly higher iodine-carrying capacity (92% molecular weight iodine for 1-carba-closo-CHB11I11-) and greater in vivo stability, they are promising alternatives to current organoiodine X-ray contrast agents. However, the preparation of highly iodinated clusters is a synthetic challenge. Microwave-promoted syntheses of 10 and 12-vertex closo-boron clusters reduce reaction times and temperatures and require cheaper electrophilic iodine sources. In this work, salts of 1-carba-closo-CHB11I11-, 1-carba-closo-CHB11H6I6-, 1-carba-closo-CHB9H4I5-, closo-B10I102-, and closo-B12I122- anions were prepared in yields of at least 80%. All compounds were characterized by NMR, IR and mass spectrometry and the crystal structure of [Et4N][CHB9H4I9] was determined by single crystal X-Ray diffraction. The synthesis and characterization of these molecules will be discussed.

Microwave-promoted synthesis of heavily iodinated 10- and 12-vertex boron clusters

249th National Meeting (2015)

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