A multifunctional high-spin biradical pyrazolylbipyridine-bisnitronylnitroxide

被引:35
作者
Zoppellaro, G [1 ]
Enkelmann, V [1 ]
Geies, A [1 ]
Baumgarten, M [1 ]
机构
[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
关键词
D O I
10.1021/ol0479040
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis and UV-vis, IR, and EPR spectroscopic characterizations, together with X-ray structural analysis, of functional nitronyl- and iminonitroxides attached to pyrazolylbipyridine are described. The exchange interactions between the nitronylnitroxides are found to be stronger than for the iminonitroxides. Although the substitution of a pyridine with the pyrazole ring leads to shorter distances and larger dipolar couplings, the exchange interaction is diminished. While compound 1 forms dimers in the solid state, the terpyridine 3 leads to supramolecular-pi-stacking.
引用
收藏
页码:4929 / 4932
页数:4
相关论文
共 19 条
[11]   Trends in exchange coupling for trimethylenemethane-type bis(semiquinone) biradicals and correlation of magnetic exchange with mixed valency for cross-conjugated systems [J].
Shultz, DA ;
Fico, RM ;
Bodnar, SH ;
Kumar, RK ;
Vostrikova, KE ;
Kampf, JW ;
Boyle, PD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (38) :11761-11771
[12]   Structure-property relationships in cross-conjugated, high-spin, dinuclear ligands: building blocks for open-shell molecules and materials [J].
Shultz, DA .
POLYHEDRON, 2001, 20 (11-14) :1627-1631
[13]   Structure-property relationships in trimethylenemethane-type biradicals. 2. Synthesis and EPR spectral characterization of dinitroxide biradicals [J].
Shultz, DA ;
Boal, AK ;
Lee, H ;
Farmer, GT .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12) :4386-4396
[14]   Terpyridine-based nitroxide radicals as new tools for the preparation of magnetic complexes [J].
Stroh, C ;
Ziessel, R .
TETRAHEDRON LETTERS, 1999, 40 (24) :4543-4546
[15]  
WEIL JA, 1994, ELECT PARAMAGNETIC R, P174
[16]   Oligopyridine bis(nitronyl nitroxides): synthesis, structures, electrochemical, magnetic and electronic properties [J].
Ziessel, R ;
Ulrich, G ;
Lawson, RC ;
Echegoyen, L .
JOURNAL OF MATERIALS CHEMISTRY, 1999, 9 (07) :1435-1448
[17]   Novel family of oligopyridine based bis-nitronylnitroxide biradical: Coordination, structural and magnetic properties [J].
Ziessel, R .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS SCIENCE AND TECHNOLOGY SECTION A-MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1995, 273 :101-110
[18]   Synthesis, magnetic properties and theoretical calculations of novel nitronyl nitroxide and imino nitroxide diradicals grafted on terpyridine moiety [J].
Zoppellaro, G ;
Ivanova, A ;
Enkelmann, V ;
Geies, A ;
Baumgarten, M .
POLYHEDRON, 2003, 22 (14-17) :2099-2110
[19]   2,6-bis(pyrazolyl)pyridine functionalised with two nitronyinitroxide and iminonitroxide radicals [J].
Zoppellaro, G ;
Geies, A ;
Enkelmann, V ;
Baumgarten, M .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (11) :2367-2374