Recent advances in the chemistry of benzo[e][1,2,4]triazinyl radicals

被引:57
|
作者
Rogers, Fergus J. M. [1 ]
Norcott, Philip L. [1 ]
Coote, Michelle L. [1 ]
机构
[1] Australian Natl Univ, Res Sch Chem, ARC Ctr Excellence Electromat Sci, Canberra, ACT 2601, Australia
基金
澳大利亚研究理事会;
关键词
ORGANIC RADICALS; FERROMAGNETIC INTERACTIONS; HETEROCYCLIC-COMPOUNDS; COMPUTATIONAL DESIGN; MAGNETIC-PROPERTIES; BLATTER DIRADICALS; NITROXIDE RADICALS; VERDAZYL RADICALS; CRYSTAL-STRUCTURE; LINEAR-CHAIN;
D O I
10.1039/d0ob01394c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzo[e][1,2,4]triazinyl, or Blatter radicals, are stable free radicals, first reported by Blatter in 1968. In contrast to their nitroxide counterparts, their properties can be modified more widely and more easily through simple substitution changes. This, together with recent developments in their synthesis, now places them at the forefront of developing applications in functional materials. Herein, we survey the various methods to synthesise and customise Blatter radicals, highlighting key developments in the last decade that have transformed their utility. We then outline their important spectroscopic, structural, electrochemical, magnetic and chemical properties and how these depend on their chemical structure and morphology. Finally, we review their growing list of applications including as sensors, spin labels, magnetic materials, liquid crystals and in polymer and small molecule synthesis.
引用
收藏
页码:8255 / 8277
页数:23
相关论文
共 50 条
  • [21] Synthesis of Antimicrobial Benzo[1,2,4]triazoloazepinium Salts and Tetrahydronaphtho[1,2-e][1,2,4]triazines by Polar [3++2] and [4+2]-Cycloaddition Reactions
    Zheng, Jie
    Meng, Shu-Yu
    Wang, Quan-Rui
    Wang, Jing-Mei
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (01): : 464 - 478
  • [22] 3-Substituted Blatter Radicals: Cyclization of N-Arylguanidines and N-Arylamidines to Benzo[e][1,2,4]triazines and PhLi Addition
    Pomiklo, Dominika
    Bodzioch, Agnieszka
    Kaszynski, Piotr
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (05): : 2999 - 3011
  • [23] Tuning the Magnetic Properties of Columnar Benzo[e][1,2,4]triazin-4-yls with the Molecular Shape
    Jasinski, Marcin
    Szymanska, Katarzyna
    Gardias, Anita
    Pociecha, Damian
    Monobe, Hirosato
    Szczytko, Jacek
    Kaszynski, Piotr
    CHEMPHYSCHEM, 2019, 20 (04) : 636 - 644
  • [24] The coordination chemistry of 1,2,4-triazinyl bipyridines with lanthanide(III) elements - implications for the partitioning of americium(III)
    Hudson, MJ
    Drew, MGB
    Foreman, MRS
    Hill, C
    Huet, N
    Madic, C
    Youngs, TGA
    DALTON TRANSACTIONS, 2003, (09) : 1675 - 1685
  • [25] Recent advances in 1,2,3-dithiazole chemistry
    Kim, K
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1997, 120 : 229 - 244
  • [26] Recent advances in the use of phosphorus-centered radicals in organic chemistry
    Leca, D
    Fensterbank, L
    Lacôte, E
    Malacria, M
    CHEMICAL SOCIETY REVIEWS, 2005, 34 (10) : 858 - 865
  • [27] Recent Advances in 1,2,4-Triazole Scaffolds as Antiviral Agents
    El-Sebaey, S. A.
    CHEMISTRYSELECT, 2020, 5 (37): : 11654 - 11680
  • [28] Recent advances bioactive 1,2,4-triazole-3-thiones
    Kucukguzel, S. Guniz
    Cikla-Suzgun, Pelin
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 97 : 830 - 870
  • [29] Recent advances in the synthesis and antimalarial activity of 1,2,4-trioxanes
    Rathi, Komal
    Shukla, Monika
    Hassam, Mohammad
    Shrivastava, Rahul
    Rawat, Varun
    Verma, Ved Prakash
    BIOORGANIC CHEMISTRY, 2024, 143
  • [30] CHEMISTRY OF 1,2,4-TRIAZINES .13. SYNTHESIS OF 1H-[1,2,4]TRIAZINO[5,6-E][1,3,4]THIADIAZINES AND 1,2,4-TRIAZOLO[4,3-D][1,2,4]TRIAZINES
    NEUNHOEFFER, H
    DOSTERT, M
    HAMMANN, H
    SYNTHESIS-STUTTGART, 1988, (10): : 778 - 782