Highly Electron-Deficient Dicyanomethylene-Functionalized Triarylboranes with Low-Lying LUMO and Strong Lewis Acidity

Guanming Liao; Xing Chen; Yali Qiao; Kanglei Liu; Nan Wang; Pangkuan Chen; Xiaodong Yin

doi:10.1021/acs.orglett.1c01983

Highly Electron-Deficient Dicyanomethylene-Functionalized Triarylboranes with Low-Lying LUMO and Strong Lewis Acidity

Guanming Liao, Xing Chen, Yali Qiao, Kanglei Liu, Nan Wang, Pangkuan Chen^*, Xiaodong Yin^*

^*此作品的通讯作者

化学与化工学院

科研成果: 期刊稿件 › 文章 › 同行评审

12 引用（Scopus）

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A series of dicyanomethylene-functionalized triarylboranes is reported in this work, with low-lying LUMO energy levels at ca. -3.66 eV for FMesB-ACN. The single-crystal structures of the mono- and dianion of Mes*B-ACN were obtained via chemical reduction, which revealed a conversion from a quinoidal to an aromatic structure. The strong Lewis acidity of these compounds is reflected in a fluoride-anion binding experiment. This work introduces a facile strategy for modulating the electron deficiency of boron-containing compounds.

源语言	英语
页（从-至）	5836-5841
页数	6
期刊	Organic Letters
卷	23
期	15
DOI	https://doi.org/10.1021/acs.orglett.1c01983
出版状态	已出版 - 6 8月 2021

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abstract = "A series of dicyanomethylene-functionalized triarylboranes is reported in this work, with low-lying LUMO energy levels at ca. -3.66 eV for FMesB-ACN. The single-crystal structures of the mono- and dianion of Mes*B-ACN were obtained via chemical reduction, which revealed a conversion from a quinoidal to an aromatic structure. The strong Lewis acidity of these compounds is reflected in a fluoride-anion binding experiment. This work introduces a facile strategy for modulating the electron deficiency of boron-containing compounds.",

author = "Guanming Liao and Xing Chen and Yali Qiao and Kanglei Liu and Nan Wang and Pangkuan Chen and Xiaodong Yin",

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T1 - Highly Electron-Deficient Dicyanomethylene-Functionalized Triarylboranes with Low-Lying LUMO and Strong Lewis Acidity

AU - Liao, Guanming

AU - Chen, Xing

AU - Qiao, Yali

AU - Liu, Kanglei

AU - Wang, Nan

AU - Chen, Pangkuan

AU - Yin, Xiaodong

PY - 2021/8/6

Y1 - 2021/8/6

N2 - A series of dicyanomethylene-functionalized triarylboranes is reported in this work, with low-lying LUMO energy levels at ca. -3.66 eV for FMesB-ACN. The single-crystal structures of the mono- and dianion of Mes*B-ACN were obtained via chemical reduction, which revealed a conversion from a quinoidal to an aromatic structure. The strong Lewis acidity of these compounds is reflected in a fluoride-anion binding experiment. This work introduces a facile strategy for modulating the electron deficiency of boron-containing compounds.

AB - A series of dicyanomethylene-functionalized triarylboranes is reported in this work, with low-lying LUMO energy levels at ca. -3.66 eV for FMesB-ACN. The single-crystal structures of the mono- and dianion of Mes*B-ACN were obtained via chemical reduction, which revealed a conversion from a quinoidal to an aromatic structure. The strong Lewis acidity of these compounds is reflected in a fluoride-anion binding experiment. This work introduces a facile strategy for modulating the electron deficiency of boron-containing compounds.

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U2 - 10.1021/acs.orglett.1c01983

DO - 10.1021/acs.orglett.1c01983

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SN - 1523-7060

VL - 23

SP - 5836

EP - 5841

JO - Organic Letters

JF - Organic Letters

IS - 15

ER -

Highly Electron-Deficient Dicyanomethylene-Functionalized Triarylboranes with Low-Lying LUMO and Strong Lewis Acidity

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