For organnoboron co mpounds,the substituents on boron atoms are very important because they not only impact on the molecular stability but also significantly modulate the electronic structu res and prope rties.In this...For organnoboron co mpounds,the substituents on boron atoms are very important because they not only impact on the molecular stability but also significantly modulate the electronic structu res and prope rties.In this manuscript,we synthesized two new B←N-co ntaining azaacenes with propynyl groups on boron atoms through one-step Grignard reaction.Replacing fluorine atoms by propynyl groups greatly impacts on the electronic energy levels,especially enhancing the HOMO levels,thus leading to the narrowed HOMO-LUMO bandgaps.These B←N-containing azaacenes exhibit the NIR light-absorption(λabs=706 nm for 2 a and 762 nm for 2 b)and fluorescence properties(λem=740 nm for 2 a and802 nm for 2 b),as well as multiple reversible redox behaviors,which are significantly different from the analogs with fluorine atoms.This study thus provides a functional substituent of boron atom,which may lead to new organoboron materials with fascinating properties.展开更多
基金supported by the National Natural Science Foundation of China(Nos.21822507,21625403,21761132020)National Key Research and Development Program of China(No.2018YFE0100600)founded by MOST,Youth Innovation Promotion Association of Chinese Academy of Sciences(No.2017265)。
文摘For organnoboron co mpounds,the substituents on boron atoms are very important because they not only impact on the molecular stability but also significantly modulate the electronic structu res and prope rties.In this manuscript,we synthesized two new B←N-co ntaining azaacenes with propynyl groups on boron atoms through one-step Grignard reaction.Replacing fluorine atoms by propynyl groups greatly impacts on the electronic energy levels,especially enhancing the HOMO levels,thus leading to the narrowed HOMO-LUMO bandgaps.These B←N-containing azaacenes exhibit the NIR light-absorption(λabs=706 nm for 2 a and 762 nm for 2 b)and fluorescence properties(λem=740 nm for 2 a and802 nm for 2 b),as well as multiple reversible redox behaviors,which are significantly different from the analogs with fluorine atoms.This study thus provides a functional substituent of boron atom,which may lead to new organoboron materials with fascinating properties.
