Photoinitiated processes in 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)phenoxazine

被引：0
|
作者：
T. E. Ivakhnenko
N. I. Makarova
E. P. Ivakhnenko
I. I. Chuev
S. M. Aldoshin
V. I. Minkin
M. I. Knyazhanskii
机构：
[1] Rostov State University,Scientific Research Institute of Physical and Organic Chemistry
[2] Russian Academy of Sciences,Institute of Problems of Chemical Physics
来源：
Russian Chemical Bulletin | 2000年 / 49卷
关键词：
phenoxazine; structurally flexible systems; intramolecular proton phototransfer; –; -isomerization; molecular structure;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
New photochromic compound 1-p-tolylsulfonylazo-2,4,6,8-tetrakis(tert-butyl)phenoxazine containing the intramolecular hydrogen bond NH...N and the corresponding model structures 2,4,6,8-tetrakis(tert-butyl)-1-(veratroylazo)phenoxazine and 2,4,6,8-tetrakis(tert-butyl)-N-acetyl-1-(p-tolylsulfonylazo)phenoxazine were synthesized and studied. The data obtained suggested the mechanism of the photoreaction resulting in the accumulation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The photochromic transformations in the molecule under study are due to intramolecular proton phototransfer followed by E–Z-isomerization about the N–N bond and the formation of betaine 1-hydroxy-2,4,6,8-tetrakis(tert-butyl)-10-tolylsulfonylphenoxazin-9-one. The molecular and crystal structure of the photoproduct was studied by X-ray analysis.
引用
收藏
页码：1981 / 1987
页数：6
相关论文
共 50 条
  • [41] Tert-butyl 3-oxo-2,3,4,5,6,7-hexahydro-1H-pyrazolo[4,3-c]pyridine-5-carboxylate
    Shahani, Tara
    Fun, Hoong-Kun
    Ragavan, R. Venkat
    Vijayakumar, V.
    Sarveswari, S.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O142 - U2328
  • [42] Construction of β-Oximino Phosphorodithioates via (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl-Promoted Difunctionalization of Alkenes with tert-Butyl Nitrite, P4S10, and Alcohols
    Chen, Xiao-ming
    Huang, Jian
    Pan, Jun
    Xie, Yi
    Zeng, Fei
    Wei, Wei
    Yi, Dong
    ORGANIC LETTERS, 2024, 26 (18) : 3883 - 3888
  • [43] The mechanism-based inactivation of P4502B4 by tert-butyl 1-methyl-2-propynyl ether:: structural determination of the adducts to the P450 heme
    von Weymarn, LB
    Blobaum, AL
    Hollenberg, PF
    ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2004, 425 (01) : 95 - 105
  • [44] The crystal structure of (Z)-2-(tert-butyl)-6-(7-(tert-butyl)-5-methylbenzo[d][1,3]oxathiol-2-ylidene)-4-methylcyclohexa-2,4-dien-1-one, C23H28O2S
    Zhang, Qiumei
    Xu, Mingming
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2025,
  • [45] Unexpected formation of Tris(tert-butyl)-4a,8a,12a-trihydroxydecahydro-2,6,10-triazatriphenylene-2,6,10-triscarboxylate via the reaction of tert-butylpiperidin-4-one-1-carboxylate with sodium bis(trimethylsilyl)amide
    A. I. Moskalenko
    V. I. Boev
    Russian Journal of General Chemistry, 2012, 82 : 1607 - 1609
  • [46] Unexpected formation of Tris(tert-butyl)-4a,8a,12a-trihydroxydecahydro-2,6,10-triazatriphenylene-2,6,10-triscarboxylate via the reaction of tert-butylpiperidin-4-one-1-carboxylate with sodium bis(trimethylsilyl)amide
    Moskalenko, A. I.
    Boev, V. I.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2012, 82 (09) : 1607 - 1609
  • [47] X-RAY-DIFFRACTION STUDY OF P-[1-(2,2,6,6-TETRAMETHYLPIPERIDINO)]-N-[METHYLDI(TERT-BUTYL)PHOSPHONIO]IMINOPHOSPHINE IODIDE
    CHERNEGA, AN
    ANTIPIN, MY
    STRUCHKOV, YT
    ROMANENKO, VD
    MARKOVSKII, LN
    ZHURNAL OBSHCHEI KHIMII, 1988, 58 (10): : 2219 - 2226
  • [48] (1S,2R,4S,5R)-tert-Butyl 7-oxo-3-oxa-6-azatricyclo[3.2.1.02,4]octane-6-carboxylate
    von Meltzer, M
    Marsch, M
    Carell, T
    Harms, K
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2004, 60 : O2515 - O2516
  • [49] Effects of the heterocycle and its substituents on structure and fluxionality in rhodium(I) and iridium(I) complexes with the hindered thiolates 6-tert-butylpyridine-2-thiolate and 1-alkyl-4-tert-butylimidazole-2-thiolate (alkyl = methyl and tert-butyl)
    Miranda-Soto, Valentin
    Perez-Torrente, Jesus J.
    Oro, Luis A.
    Lahoz, Fernando J.
    Martin, M. Luisa
    Parra-Hake, Miguel
    Grotjahn, Douglas B.
    ORGANOMETALLICS, 2006, 25 (18) : 4374 - 4390
  • [50] Antimycobacterial activities of novel 1-(Cyclopropyl/tert-butyl/4-fluorophenyl)-1,4-dihydro-6-nitro-4-oxo-7-(substituted secondary amino)-1,8-naphthyridine-3-carboxylic acid
    Sriram, Dharmarajan
    Senthilkumar, Palaniappan
    Dinakaran, Murugesan
    Yogeeswari, Perumal
    China, Amab
    Nagaraja, Valakunja
    JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (24) : 6232 - 6239
12345