Modulating the Lewis acidity of boron using a photoswitch

被引:73
|
作者
Lemieux, Vincent [1 ]
Spantulescu, M. Daniel [1 ]
Baldridge, Kim K. [2 ]
Branda, Neil R. [1 ]
机构
[1] Simon Fraser Univ, Dept Chem, LABS 4D, Burnaby, BC V5A 1S6, Canada
[2] Univ Zurich, Inst Organ Chem, CH-8050 Zurich, Switzerland
基金
加拿大自然科学与工程研究理事会;
关键词
boron; dithienylethenes; Lewis acids; molecular switches; photochromism;
D O I
10.1002/anie.200800869
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented). Light turns the Lewis acid on: The Lewis acidity of a boron atom integrated into a cyclic dithienylethene photoswitch is modulated by light: 1a has low Lewis acidity since the p orbital of the boron center is partially occupied by delocalized π electrons, whereas the rearrangement of the p electrons in 1b reduces the electron density at the boron center and turns the Lewis acid "on". © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5034 / 5037
页数:4
相关论文
共 50 条
  • [1] Lewis acidity of boron trihalides
    Hirao, H
    Omoto, K
    Fujimoto, H
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (29): : 5807 - 5811
  • [2] Lewis acidity of boron compounds
    Sivaev, Igor B.
    Bregadze, Vladimir I.
    [J]. COORDINATION CHEMISTRY REVIEWS, 2014, 270 : 75 - 88
  • [3] A stable silylborane with diminished boron Lewis acidity
    Yoshida, Hiroto
    Izumi, Yuki
    Hiraoka, Yuta
    Nakanishi, Kazuki
    Nakamoto, Masaaki
    Hatano, Sayaka
    Abe, Manabu
    [J]. DALTON TRANSACTIONS, 2022, 51 (17) : 6543 - 6546
  • [4] Periodic Trends and Index of Boron Lewis Acidity
    Plumley, Joshua A.
    Evanseck, Jeffrey D.
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2009, 113 (20): : 5985 - 5992
  • [5] THERMOCHEMISTRY OF TRIPHENOXYBORANE AND LEWIS ACIDITY OF BORON ATOM
    FENWICK, JTF
    WILSON, JW
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1972, (13): : 1324 - &
  • [6] THE LEWIS ACIDITY SCALE OF BORON TRIHALIDES - AN ABINITIO STUDY
    BRANCHADELL, V
    OLIVA, A
    [J]. JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 1991, 82 (1-2): : 75 - 84
  • [7] A photoswitch for modulating neuronal activity
    Vogt, Nina
    [J]. NATURE METHODS, 2020, 17 (04) : 364 - 364
  • [8] A photoswitch for modulating neuronal activity
    Nina Vogt
    [J]. Nature Methods, 2020, 17 : 364 - 364
  • [9] THERMOCHEMICAL INVESTIGATION INTO LEWIS ACIDITY OF BORON ATOM IN SOME TRIARYLOXYBORANES
    FENWICK, JTF
    WILSON, JW
    [J]. INORGANIC CHEMISTRY, 1975, 14 (07) : 1602 - 1604
  • [10] Lewis acidity of boron trihalide: with density functional theory study
    Yu, D
    Chen, ZD
    Wang, F
    Li, SZ
    [J]. CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2001, 22 (07): : 1193 - 1196