Bridged heterocyclium dicationic closo-icosahedral perfluoroborane, borane, and carborane salts via aqueous, open-air benchtop synthesis

Scott A Shackelford; John L Belletire; Jerry A Boatz; Stefan Schneider; Amanda K Wheaton; Brett A Wight; Herman L Ammon; Dmitry V Peryshkov; Steven H Strauss

doi:10.1021/ol100752y

Bridged heterocyclium dicationic closo-icosahedral perfluoroborane, borane, and carborane salts via aqueous, open-air benchtop synthesis

Org Lett. 2010 Jun 18;12(12):2714-7. doi: 10.1021/ol100752y.

Authors

Scott A Shackelford¹, John L Belletire, Jerry A Boatz, Stefan Schneider, Amanda K Wheaton, Brett A Wight, Herman L Ammon, Dmitry V Peryshkov, Steven H Strauss

Affiliation

¹ Air Force Research Laboratory, Propellants Branch (AFRL/RZSP), 10 East Saturn Blvd., Edwards AFB, California 93524-7680, USA. scottshack@roadrunner.com

PMID: 20499850
DOI: 10.1021/ol100752y

Abstract

Thirteen bridged triazolium and imidazolium dicationic salts, which uniquely pair closo-icosahedral perfluoroborane [B(12)F(12)](2-), borane [B(12)H(12)](2-), or carborane [CB(11)H(12)](-) anionic species with unsaturated bridged heterocyclium dications, were synthesized using an aqueous benchtop method. This considerably extends the scope of a reported aqueous synthesis of binary [heterocyclium](2)[B(12)H(12)] and [heterocyclium][CB(11)H(12)] salts. Also, the one-step preparation of five new precursor bridged heterocyclium dicationic dihalide salts using conventional procedures and in one case a microwave-assisted method is described.