Synthesis of bench-stable diarylmethylium tetrafluoroborates

J Org Chem. 2015 May 1;80(9):4791-6. doi: 10.1021/acs.joc.5b00418. Epub 2015 Apr 23.

Abstract

A representative number of bench-stable nonsymmetric diarylcarbenium tetrafluoroborates have been isolated via the direct coupling of aryl (or heteroaryl) aldehydes and N-heteroarenes and fully characterized. They have proven to be highly stable in the presence of both EDG and EWG substituents. An (E)-iminium vinylogous substructure has been shown as the common cation scaffold by X-ray analysis and by NOE determination.