Near-Infrared Light Activated Azo-BF2 Switches

被引：174
作者：
Yang, Yin [1 ]
Hughes, Russell P. [1 ]
Aprahamian, Ivan [1 ]
机构：
[1] Dartmouth Coll, Dept Chem, Hanover, NH 03755 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 38期
关键词：
VISIBLE-LIGHT; AZO DYES; IN-VIVO; ABSORPTION-SPECTRA; AZOBENZENE; ISOMERIZATION; PHOTOSWITCHES; NANOPARTICLES;
D O I：
10.1021/ja508125n
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Increasing the electron density in BF2-coodinated azo compounds through para-substitution leads to a bathochromic shift in their activation wavelength. When the substituent is dimethyl amine, or the like, the trans/cis isomerization process can be efficiently modulated using near infrared light. The electron donating capability of the substituent also controls the hydrolysis half-life of the switch in aqueous solution, which is drastically longer for the cis isomer, while the BF2-coodination prevents reduction by glutathione.
引用
收藏
页码：13190 / 13193
页数：4
相关论文
共 36 条
  • [1] Balzani V., 2008, MOL DEVICES MACHINES
  • [2] Photoisomerization in different classes of azobenzene
    Bandara, H. M. Dhammika
    Burdette, Shawn C.
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (05) : 1809 - 1825
  • [3] UV induced bystander signaling leading to apoptosis
    Banerjee, G
    Gupta, N
    Kapoor, A
    Raman, G
    [J]. CANCER LETTERS, 2005, 223 (02) : 275 - 284
  • [4] Azobenzene Photoswitching without Ultraviolet Light
    Beharry, Andrew A.
    Sadovski, Oleg
    Woolley, G. Andrew
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (49) : 19684 - 19687
  • [5] o-Fluoroazobenzenes as Readily Synthesized Photoswitches Offering Nearly Quantitative Two-Way Isomerization with Visible Light
    Bleger, David
    Schwarz, Jutta
    Brouwer, Albert M.
    Hecht, Stefan
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (51) : 20597 - 20600
  • [6] Effect of positional substitution on the optical response of symmetrically disubstituted azobenzene derivatives
    Blevins, AA
    Blanchard, GJ
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2004, 108 (16) : 4962 - 4968
  • [7] Brash D., 1991, P NATL ACAD SCI USA, V88, P1012
  • [8] Light-Controlled Tools
    Brieke, Clara
    Rohrbach, Falk
    Gottschalk, Alexander
    Mayer, Guenter
    Heckel, Alexander
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (34) : 8446 - 8476
  • [9] Durr H., 1990, Photochromism: Molecules and Systems
  • [10] Optochemical Genetics
    Fehrentz, Timm
    Schoenberger, Matthias
    Trauner, Dirk
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (51) : 12156 - 12182
1234