1258278-95-3Relevant articles and documents
Synthesis and comparative characterization of 9-boraanthracene, 5-boranaphthacene, and 6-borapentacene stabilized by the H2IMes carbene
Wood, Thomas K.,Piers, Warren E.,Keay, Brian A.,Parvez, Masood
supporting information; experimental part, p. 12199 - 12206 (2011/02/25)
A general procedure for the preparation of three N-heterocyclic carbene stabilized, boron-containing acenes (9-boraanthracene, 5-boranaphthacene, and 6-borapentacene) is presented. The key steps involve a transmetallation reaction between BCl3 and an appropriate stannacyclic precursor, and the dehydrochlorination of the H2IMes adduct of the chloroborane product. Comparative structural, photophysical, and redox properties reveal narrow HOMO-LUMO gaps relative to the all-carbon acene analogues. Just add boron: Synthetic routes to the N-heterocyclic-carbene-stabilized 5-boranaphthacene and 6-borapentacene are described and complement that previously developed for 9-boraanthracene. Comparative structural, photophysical, and redox properties reveal narrow HOMO-LUMO gaps relative to the all-carbon acene analogues.