English
新闻公告
More
化学进展 2009, Vol. 21 Issue (0708): 1465-1474 前一篇   后一篇

• 综述与评论 •

中性π-杂环自由基的合成与电磁性能研究

刘子桐;张德清**;张关心;朱道本   

  1. (中国科学院化学研究所   |北京 |100190)
  • 收稿日期:2008-10-03 修回日期:2008-11-26 出版日期:2009-08-24 发布日期:2009-06-30
  • 通讯作者: 张德清 E-mail:dqzhang@iccas.ac.cn

Neutral Heterocyclic π-Radicals as Organic Molecular Conductors and Magnet Materials

Liu Zitong ;  |Zhang Deqing** ;  |Zhang Guanxin ;  |Zhu Daoben   

  1. (Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China)
  • Received:2008-10-03 Revised:2008-11-26 Online:2009-08-24 Published:2009-06-30
  • Contact: Zhang Deqing E-mail:dqzhang@iccas.ac.cn

中性π-杂环自由基是一类非常重要的稳定自由基化合物。作为自旋极化的有机共轭分子,近几年来一些中性π-杂环自由基在有机导体、磁体研究方面受到很多关注,包括1,2,3,5-二噻(硒)二唑类自由基,1,3,2-二噻唑类自由基,1,2,3-二噻(硒)唑类自由基,1,2,4,6-噻(硒)三嗪类自由基,1,2,4-噻二嗪类自由基等。本文拟对一些典型杂环自由基的合成,结构等方面,特别是对其在分子导体、磁体及自旋电子材料的研究方面进行介绍。

Neutral heterocyclic π-radicals have become the most important stable radicals due to their unique structures and properties. As spin-polarized conjugated molecules, some neutral heterocyclic π-radicals have received much attention for the studies of molecular conductors and magnetic materials in recent years, including 1,2,3,5-dithia(selena)diazolyl radicals, 1,3,2-dithiazolyl radicals, 1,2,3-dithia(selena)zolyl radicals, 1,2,4,6-thia(selena)triazinyl radicals, 1,2,4-thiadiazinyl radicals. In this paper we discuss the syntheses, structures of these types of neutral heterocyclic π-radicals, particularly their potential applications as molecular conductors, magnets and spintronic materials.

Contents
1 Introduction
2 Features of Neutral heterocyclic radicals
3 Examples of Neutral heterocyclic radicals
3.1 1,2,3,5-dithia(selena)diazolyl radicals and derivatives
3.2 1,3,2-dithiazolyl radicals and derivatives
3.3 1,2,3-dithia(selena)zolyl radicals and derivatives
3.4 Others
4 Conclusion

中图分类号: 

()

[ 1 ]  Power P P. Chem. Rev. , 2003 , 103 : 789 —810
[ 2 ]  Hicks R G. Org. Biomol . Chem. , 2007 , 5 : 1321 —1338
[ 3 ]  Oakley R T. Prog. Inorg. Chem. , 1988 , 36 : 299 —391
[ 4 ]  Cordes A W, Haddon R C , Oakley R T. The Chemistry of Inorganic Ring Systems (Ed. Steudel R) . Amsterdam: Elsevier , 1992. 295 —322
[ 5 ]  Vegas A , Perezsalazar A , Banister A J , Hey R G. J . Chem. Soc.Dalton Trans. , 1980 , 1812 —1815
[ 6 ]  Peierls R C. Quantum Theory Solids. London : Oxford University Press , 1953
[ 7 ]  Rawson J M, Alberola A , Whalley A. J . Mater. Chem. , 2006 , 16 :2560 —2575
[ 8 ]  Cordes A W, Gcddard J D , Oakley R T, Westwood N P C. J . Am.Chem. Soc. , 1989 , 111 : 6147 —6154
[ 9 ]  BoeréR T, Oakley R T, Reed R W, Westwood N P C. J . Am.Chem. Soc. , 1989 , 111 : 1180 —1185
[10 ]  Belluz P D , Cordes A W, Kristof E M, Kristof P V , Liblong S W,Oakley R T. J . Am. Chem. Soc. , 1989 , 111 : 9276 —9278
[11 ]  Cordes A W, Haddon R C , Hicks R G, Oakley R T, Palstra T TM.Inorg. Chem. , 1992 , 31 : 1802 —1808
[12 ]  Cordes A W, Glarum S H , Haddon R C , Hallford R , Hicks R G,Kennepohl D K, Oakley R T, Palstra T TM, Scott S R. J . Chem.Soc. Chem. Commun. , 1992 , 1265 —1266
[13 ]  Cordes A W, Haddon R C , Oakley R T, et al . J . Am. Chem.Soc. , 1991 , 113 : 582 —588
[14 ]  Andrews M P , Cordes A W, Douglas D C , Fleming R M, Glarum S H , Haddon R C , Marsh P , Oakley R T, Palstra T T M. J . Am.Chem. Soc. , 1991 , 113 : 3559 —3568
[15 ]  Cordes A W, Haddon R C , Oakley R T, et al . J . Am. Chem.Soc. , 1992 , 114 : 1729 —1732
[16 ]  Cordes A W, Haddon R C , Oakley R T, et al . J . Am. Chem.Soc. , 1992 , 114 : 5000 —5004
[17 ]  Bryan C D , Cordes A W, Oakley R T, et al . J . Chem. Soc. Chem.Commun. , 1994 , 1447 —1448
[18 ]  Bryan C D , Cordes A W, Fleming R M, et al . Nature , 1993 , 365 :821 —823
[19 ]  BoeréR T, Moock K H. J . Am. Chem. Soc. , 1995 , 117 : 4755 —4760
[20 ]  Mott M F. Metal2Insulator Transitions. London : Taylor and Frances ,1990
[21 ]  Alberola A , Less R J , Palacio F , Pask C M, Rawson J M.Molecules , 2004 , 9 : 771 —772
[22 ]  Banister A J , Rawson J M. Angew. Chem. Int . Ed. Engl . , 1996 ,35 : 2533 —2535
[23 ]  Alberola A , Rawson J M. Angew. Chem. Ind. Ed. , 2003 , 42 :4782 —4785
[24 ]  Wolmersh? user G, Schnauber M, Wilhelm T. J . Chem. Soc. Chem.Commun. , 1984 , 573 —574
[25 ]  Barclay T M, Cordes A W, de Laat R H , et al . J . Am. Chem.Soc. , 1997 , 119 : 2633 —2641
[26 ]  Barclay T M, Cordes A W, Oakley R T, et al . J . Am. Chem.Soc. , 1998 , 120 : 352 —360
[27 ]  Brusso J L , Clements O P , Oakley R T, et al . J . Am. Chem.Soc. , 2004 , 126 : 8256 —8265
[28 ]  Brusso J L , Celments O P , Oakley R T, et al . J . Am. Chem.Soc. , 2004 , 126 : 14692 —14693
[29 ]  Fairhurst S A , Pilikington R S , Sutcliffe L H. J . Chem. Soc.Faraday Trans. 1 , 1983 , 79 : 925 —940
[30 ]  Awere E G, Mailer C , Passmore J , et al . J . Chem. Soc. Chem.Commun. , 1987 , 66 —69
[31 ]  Fujita W, Awaga K, Nakazawa Y, Saito K, Sorai M. Chem. Phys.Lett . , 2002 , 352 : 348 —352
[32 ]  Fujita W, Awaga K. Science , 1999 , 286 : 261 —262
[33 ]  Barclay T M, Cordes A W, Oakley R T, et al . J . Am. Chem.Soc. , 1997 , 119 : 12136 —12141
[34 ]  Barclay TM, Burgess I J , Cordes A W, Oakley R T, Reed R W.Chem. Commun. , 1998 , 1939 —1940
[35 ]  Barclay TM, Beer L , Oakley R T, et al . Chem. Commun. , 1999 ,531 —532
[36 ]  Warburton W K. Chem. Rev. , 1957 , 57 : 1011 —1020
[37 ]  Barclay TM, Cordes A W, Oakley R T, et al . Chem. Commun. ,1998 , 1039 —1040
[38 ]  Oakley R T, Reed R W, Robertson C M, et al . Inorg. Chem. ,2005 , 44 : 1837 —1845
[39 ]  Beer L , Brusso J L , Oakley R T, et al . Chem. Commun. , 2005 ,1543 —1545
[40 ]  Beer L , Brusso J L , Oakley R T, et al . Chem. Commun. , 2005 ,5745 —5747
[41 ]  Beer L , Brusso J L , Oakley R T, et al . J . Am. Chem. Soc. ,2005 , 127 : 18159 —18170
[42 ]  Leitch A A , McKenzie C E , Oakley R T, et al . Chem. Commun. ,2006 , 1088 —1089
[43 ]  Leitch A A , Reed R W, Oakley R T, et al . J . Am. Chem. Soc. ,2007 , 129 : 7903 —7914
[44 ]  Robertson C M, Myles D J T, Oakley R T, et al . J . Am. Chem.Soc. , 2007 , 129 : 12688 —12689
[45 ]  Robertson C M, Leitch A A , Oakley R T, et al . J . Am. Chem.Soc. , 2008 , 130 : 8414 —8425
[46 ]  Itkis M E , Chi X, Cordes A W, Haddon R C. Science , 2002 , 296 :1443 —1445
[47 ]  Cordes A W, Hayes PJ , Josephy P D , et al . J . Chem. Soc. Chem.Commun. , 1984 , 1021 —1022
[48 ]  Hayes P J , Oakley R T, Cordes A W, Pennington W T. J . Am.Chem. Soc. , 1985 , 107 : 1346 —1351
[49 ]  Oakley R T, Reed R W, Cordes A W, Craig S L , GrahamJ B. J .Am. Chem. Soc. , 1987 , 109 : 7745 —7749
[50 ]  Ziekiewicz J , Kaszynski P , Young V G. J . Org. Chem. , 2004 , 69 :7525 —7536
[51 ]  Beer L , Haddon R C , Oakley R T, et al . Chem. Commun. , 2005 ,1218 —1220
[52 ]  Leitch A A , Oakley R T, Reed R W, Thompson L K. Inorg.Chem. , 2007 , 46 : 6261 —6270

[1] 陈磊, 赵文, 易刚吉, 周建军, 袁爱华. 3d过渡金属单离子磁体[J]. 化学进展, 2019, 31(2/3): 337-350.
[2] 张旭红 王淑萍. 3d-4f单分子磁体*[J]. 化学进展, 2010, 22(09): 1709-1719.
[3] 张旭红 王淑萍. 氮氧自由基-金属配合物磁性分子材料*[J]. 化学进展, 2009, 21(12): 2525-2535.
[4] 许公峰,王庆伦,廖代正,杨光明. 单链磁体及其研究进展*[J]. 化学进展, 2005, 17(06): 970-977.
[5] 王庆伦,廖代正. 单分子磁体及其磁学表征*[J]. 化学进展, 2003, 15(03): 161-.