title: Postfunctionalization of BN-embedded polycyclic aromatic compounds for fine-tuning of their molecular properties.
abstract: New BN-embedded, thiophene-fused, polycyclic aromatic compounds with planar geometry were designed and synthesized. The molecules showed excellent stability and chemical robustness. Postfunctionalization on this skeleton was demonstrated with a series of electrophilic bromination, palladium-catalyzed cross-coupling, and Knoevenagel condensation reactions. The π skeleton remained intact during these late-stage transformations. The optical and electronic properties have been well tuned through incorporation of electron-rich and -deficient groups on the backbone. This work shows the great advantage of the postfunctionalization strategy on BN-containing polycyclic aromatic compounds for fast diversification and materials screening.
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China).
authors.forename: Xiao-Ye
authors.initials: XY
authors.lastname: Wang
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China).
authors.forename: Dong-Chu
authors.initials: DC
authors.lastname: Yang
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China).
authors.forename: Fang-Dong
authors.initials: FD
authors.lastname: Zhuang
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China).
authors.forename: Jia-Jie
authors.initials: JJ
authors.lastname: Liu
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China). jieyuwang@pku.edu.cn.
authors.forename: Jie-Yu
authors.initials: JY
authors.lastname: Wang
authors.affiliation: Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center for Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871 (P.R. China). jianpei@pku.edu.cn.
authors.forename: Jian
authors.initials: J
authors.lastname: Pei
keywords: boron; fluorescence; nitrogen; polycycles; synthesis design