The Smallest and One of the Brightest. Efficient Preparation and Optical Description of the Parent Borondipyrromethene System
journal contributionposted on 07.08.2009 by Ismael J. Arroyo, Rongrong Hu, Gabriel Merino, Ben Zhong Tang, Eduardo Peña-Cabrera
Any type of content formally published in an academic journal, usually following a peer-review process.
Fully unsubstituted 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) 1 was prepared. Reaction of 8-thiomethylbodipy 2 with triethylsilane in the presence of a catalytic amount of Pd and a stoichiometric amount of copper(I) thienyl-2-carboxylate (CuTC) in THF at 55 °C gave compound 1 in nearly quantitative yield. This compound displays high quantum yields (up to 93%) in polar solvents including water. Its optical properties and crystal structure are discussed.