title: Unveiling a New Aspect of Simple Arylboronic Esters: Long-Lived Room-Temperature Phosphorescence from Heavy-Atom-Free Molecules.
abstract: Arylboronic esters can be used as versatile reagents in organic synthesis, as represented by Suzuki-Miyaura cross-coupling. Here we report a serendipitous finding that simple arylboronic esters are phosphorescent in the solid state at room temperature with a lifetime on the order of several seconds. The phosphorescence properties of arylboronic esters are remarkable in light of the general notion that phosphorescent organic molecules require heavy atoms and/or carbonyl groups for the efficient generation of a triplet excited state. Theoretical calculations on phenylboronic acid pinacol ester indicated that this molecule undergoes an out-of-plane distortion at the (pinacol)B-Cipsomoiety in the T1excited state, which is responsible for its phosphorescence. A compound survey with 19 arylboron compounds suggested that the phosphorescence properties might be determined by solid-state molecular packing rather than by the patterns and numbers of boron substituents on the aryl units. The present finding may update the general notion of phosphorescent organic molecules.
authors.affiliation: Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology , 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
authors.forename: Yoshiaki
authors.initials: Y
authors.lastname: Shoji
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Ikabata
authors.affiliation: CREST, Japan Science and Technology Agency , Kawaguchi, Saitama 332-0012, Japan.
authors.forename: Qi
authors.initials: Q
authors.lastname: Wang
authors.affiliation: Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology , 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
authors.forename: Daisuke
authors.initials: D
authors.lastname: Nemoto
authors.affiliation: Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology , 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
authors.forename: Atsushi
authors.initials: A
authors.lastname: Sakamoto
authors.affiliation: Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology , 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
authors.forename: Naoki
authors.initials: N
authors.lastname: Tanaka
authors.affiliation: CREST, Japan Science and Technology Agency , Kawaguchi, Saitama 332-0012, Japan.
authors.forename: Junji
authors.initials: J
authors.lastname: Seino
authors.affiliation: CREST, Japan Science and Technology Agency , Kawaguchi, Saitama 332-0012, Japan.|Elements Strategy Initiative for Catalysts and Batteries (ESICB), Kyoto University , Saikyo-ku, Kyoto 615-8245, Japan.
authors.forename: Hiromi
authors.identifier: 0000-0001-5646-2931
authors.initials: H
authors.lastname: Nakai
authors.affiliation: Laboratory for Chemistry and Life Science, Institute of Innovative Research, Tokyo Institute of Technology , 4259 Nagatsuta, Midori-ku, Yokohama 226-8503, Japan.
authors.forename: Takanori
authors.identifier: 0000-0001-5586-9238
authors.initials: T
authors.lastname: Fukushima