Coordination-driven self-assemblies with a carborane backbone

被引:207
作者
Jude, H
Disteldorf, H
Fischer, S
Wedge, T
Hawkridge, AM
Arif, AM
Hawthorne, MF
Muddiman, DC
Stang, PJ
机构
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
[2] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[3] Mayo Clin, Coll Med, Dept Biochem & Mol Biol, WM Keck FTICT Mass Spectrometry Lab, Rochester, MN 55905 USA
关键词
D O I
10.1021/ja053050i
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The design and self-assembly of five new supramolecular complexes (a rectangle, a triangle, a hexagon, and two squares) are described. These assemblies incorporate carborane building blocks and were prepared in excellent yields (> 85%). The assemblies and building blocks were characterized with multinuclear NMR spectroscopy, electrospray ionization mass spectrometry, and elemental analysis. Isotopically resolved mass spectrometry data confirm the existence of the rectangle, triangle, and hexagon, and NMR data are consistent with the formation of all five assemblies. The X-ray structures of two linear carborane building blocks, 1,12-(4-C equivalent to C(C5H4N)(2)-p-C2B10H10 (1) and 1,12-(trans-(Pt(PEt3)(2)l)C equivalent to C)(2)-p-C2B10H10 (2), are reported: 1 is monoclinic, P2(1)/c, a = 10.6791(4) angstrom, b = 8.0091(14) angstrom, c = 11.6796(4) angstrom, beta = 107.8461(15)degrees, V = 950.89(5) angstrom(3), Z = 2; 2 is monoclinic, C2/c, a = 62.1128(10) angstrom, b = 22.0071(3) angstrom, c = 14.0494(2) angstrom, beta = 89.9411(8)degrees, V= 19204.4(5) A(3), Z = 16. Crystals of the linear linker 1 exhibit close pi-pi pyridine and pyridine-B (carborane) interactions, which are discussed.
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页码:12131 / 12139
页数:9
相关论文
共 86 条
[1]   Synthesis of a bis(pyridyl)-substituted perylene diimide ligand and incorporation into a supramolecular rhomboid and rectangle via coordination driven self-assembly [J].
Addicott, C ;
Oesterling, I ;
Yamamoto, T ;
Müllen, K ;
Stang, PJ .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (03) :797-801
[2]   THE CRYSTAL-STRUCTURE OF 1,4-BIS(4-PYRIDYL)BUTADIYNE AND A STUDY OF ITS COMPLEXES WITH COBALT(II), NICKEL(II) AND COPPER(II) [J].
ALLAN, JR ;
BARROW, MJ ;
BEAUMONT, PC ;
MACINDOE, LA ;
MILBURN, GHW ;
WERNINCK, AR .
INORGANICA CHIMICA ACTA, 1988, 148 (01) :85-90
[3]   Polyhedral-based nonlinear optical materials. 2. Theoretical investigation of some new high nonlinear optical response compounds involving polyhedral bridges with charged aromatic donors and acceptors [J].
Allis, DG ;
Spencer, JT .
INORGANIC CHEMISTRY, 2001, 40 (14) :3373-3380
[4]  
ALTOMARE A, SIR97 RELEASE 1 02 P
[5]   Molecular squares with paramagnetic diruthenium corners: Synthetic and crystallographic challenges [J].
Angaridis, P ;
Berry, JF ;
Cotton, FA ;
Murillo, CA ;
Wang, XP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (34) :10327-10334
[6]   Synthesis and structure of 1,12-diethynyl-para-carborane [J].
Batsanov, AS ;
Fox, MA ;
Howard, JAK ;
MacBride, JAH ;
Wade, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 610 (1-2) :20-24
[7]   The synthesis of carboracycles derived from B,B′-Bis(aryl) derivatives of icosahedral ortho-carborane [J].
Bayer, MJ ;
Herzog, A ;
Diaz, M ;
Harakas, GA ;
Lee, H ;
Knobler, CB ;
Hawthorne, MF .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (12) :2732-2744
[8]   Mass spectral determination of skeletal/cardiac actin isoform ratios in cardiac muscle [J].
Bergen, HR ;
Ajtai, K ;
Burghardt, TP ;
Nepomuceno, AI ;
Muddiman, DC .
RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 2003, 17 (13) :1467-1471
[9]  
BERRY JF, 2003, J CHEM SOC DA, V22, P4297
[10]   Synthesis and biological evaluation of neutral and zwitterionic 3-carboranyl thymidine analogues for boron neutron capture therapy [J].
Byun, Y ;
Yan, JH ;
Al-Madhoun, AS ;
Johnsamuel, J ;
Yang, WL ;
Barth, RF ;
Eriksson, S ;
Tjarks, W .
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (04) :1188-1198