A modular route to boron doped PAHs by combining borylative cyclisation and electrophilic C-H borylation.

ABSTRACT: Heteroatom doping into polyaromatic hydrocarbons (PAHs) is a powerful approach for modifying key physical properties, however, there are extremely few modular routes that enable facile formation of B-, B₂- and B,N-(specifically not containing direct B-N bonds) doped PAHs despite the growing importance of these materials. Sequential, one pot borylative cyclisation/intramolecular electrophilic C-H borylation of naphthyl-alkynes provides a simple new route to access novel B-, B,N- and B₂-doped (PAHs). The initial products, dihydronaphthalene/dihydroquinoline B-mesityl PAHs, were reacted with [Ph₃C][BF₄]/pyridyl base to form the oxidised B-, and B,N-doped PAHs. However, for B-triisopropylphenyl (Trip) PAH congeners oxidation has to be performed prior

SUBMITTER: Crossley DL 

PROVIDER: S-EPMC5853289 | biostudies-literature | 2017 Dec

REPOSITORIES: biostudies-literature