title: 1,1-Hydroboration of Fused Azole-Isoindole Analogues as an Approach for Construction of B,N-Heterocycles and Azole-Fused B,N-Naphthalenes.
abstract: Three isoelectronic analogues of pyrido[2,1-a]isoindole have been found to undergo a facile 1,1-hydroboration with HBMes2 borane, which provides a new and convenient method for the synthesis of B,N-heterocycles 1a-3a in high yields. Compounds 1a-3a can undergo photoelimination upon irradiation at 300 nm, generating heterocycle-fused B,N-naphthalene molecules 1b-3b, which display distinct yellow-green and blue fluorescent colors, respectively. Compound 1a undergoes thermal elimination, producing 1b at 280 °C, while compound 2a only undergoes partial elimination, forming 2b at 320 °C. Compound 3a is thermally stable up to 320 °C.
authors.affiliation: Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, School of Chemistry, Beijing Institute of Technology , Beijing 100081, P. R. China.
authors.forename: Yong-gang
authors.initials: YG
authors.lastname: Shi
authors.affiliation: Department of Chemistry, Queen's University , Kingston, Ontario K7L 3N6, Canada.
authors.forename: Deng-Tao
authors.initials: DT
authors.lastname: Yang
authors.affiliation: Department of Chemistry, Queen's University , Kingston, Ontario K7L 3N6, Canada.
authors.forename: Soren K
authors.initials: SK
authors.lastname: Mellerup
authors.affiliation: Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, School of Chemistry, Beijing Institute of Technology , Beijing 100081, P. R. China.
authors.forename: Nan
authors.initials: N
authors.lastname: Wang
authors.affiliation: Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, School of Chemistry, Beijing Institute of Technology , Beijing 100081, P. R. China.
authors.forename: Tai
authors.initials: T
authors.lastname: Peng
authors.affiliation: Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials, School of Chemistry, Beijing Institute of Technology , Beijing 100081, P. R. China.|Department of Chemistry, Queen's University , Kingston, Ontario K7L 3N6, Canada.
authors.forename: Suning
authors.initials: S
authors.lastname: Wang