Synthesis of metalla-dual-azulenes with fluoride ion recognition properties

Liu，Hai Cheng1; Ruan，Kaidong1; Ma，Kexin1; Fei，Jiawei1; Lin，Yu Mei1; Xia，Haiping1,2

2023-12-01

10.1038/s41467-023-41250-5

Nature Communications   Impact Factor & Quartile

2041-1723

Azulene-based conjugated systems are of great interests due to their unusual structures and photophysical properties. Incorporation of a transition metal into azulene skeleton presents an intriguing opportunity to combine the d -p and p -p conjugated properties. No such metallaazulene skeleton however has been reported to date. Here, we describe our development of an efficient [5 + 2] annulation reaction to rapid construction of a unique metal-containing [5-5-7] scaffold, termed metalla-dual-azulene (MDA), which includes a metallaazulene and a metal-free organic azulene intertwined by sharing the tropylium motif. The two azulene motifs in MDA exhibit distinct reactivities. The azulene motif readily undergoes nucleophilic addition, leading to N-, O- and S-substituted cycloheptanetrienyl species. Demetalation of the metallaazulene moiety occurs when it reacts with BuNF, which enables highly selective recognition of fluoride anion and a noticeable color change. The practical [5 + 2] annulation methodology, facile functional-group modification, high and selective fluoride detection make this new π-conjugated polycyclic system very suitable for potential applications in photoelectric and sensing materials.

English

NI Journal Papers

Corresponding

2-s2.0-85170627347

Scopus

1.State Key Laboratory of Physical Chemistry of Solid Surfaces,College of Chemistry and Chemical Engineering,Xiamen University,Xiamen,Fujian,361005,China
2.Department of Chemistry,Shenzhen Grubbs Institute,Southern University of Science and Technology,Shenzhen,518055,China

Liu，Hai Cheng,Ruan，Kaidong,Ma，Kexin,et al. Synthesis of metalla-dual-azulenes with fluoride ion recognition properties[J]. Nature Communications,2023,14(1).

Liu，Hai Cheng,Ruan，Kaidong,Ma，Kexin,Fei，Jiawei,Lin，Yu Mei,&Xia，Haiping.(2023).Synthesis of metalla-dual-azulenes with fluoride ion recognition properties.Nature Communications,14(1).

Liu，Hai Cheng,et al."Synthesis of metalla-dual-azulenes with fluoride ion recognition properties".Nature Communications 14.1(2023).