New B-substituted derivatives of m-carborane, p-carborane, and cobalt bis(1,2-dicarbollide) anion

被引:37
作者
Beletskaya, IP
Bregadze, VI [1 ]
Ivushkin, VA
Petrovskii, PV
Sivaev, IB
Sjöberg, S
Zhigareva, GG
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow, Russia
[2] Russian Acad Sci, AN Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia
[3] Uppsala Univ, Dept Chem Organ Chem, Uppsala, Sweden
基金
俄罗斯基础研究基金会;
关键词
m-carborane; p-carborane; cobalt bis(1,2-dicarbollide) anion; cross-coupling reactions; palladium catalysis;
D O I
10.1016/j.jorganchem.2004.05.047
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The Pd-catalyzed cross-coupling reactions of B-i bond in m- and p-carboranes and cobalt bis(1,2-dicarbollide) anion with organomagnesium and organozinc compounds were studied. Carboranyl derivatives of furan, thiophene, indole, pyridine and quinoline were synthesized. 2-Pyridylethynyl and 3-quinolylethynyl derivatives of p-carborane were prepared by Pd-catalyzed cross-coupling reactions using corresponding alkynes or their magnesium derivatives. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:2920 / 2929
页数:10
相关论文
共 38 条
[1]   Polyhedral-based nonlinear optical materials. Part 1. Theoretical investigation of some new high nonlinear optical response compounds involving carboranes and charged aromatic donors and accepters [J].
Allis, DG ;
Spencer, JT .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 614 :309-313
[2]   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
[3]   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
[4]   DICARBA-CLOSO-DODECABORANES C2B10H12 AND THEIR DERIVATIVES [J].
BREGADZE, VI .
CHEMICAL REVIEWS, 1992, 92 (02) :209-223
[5]  
BREGADZE VI, 2003, 15 FECHEM C ORG CHEM
[6]   C-ARYLATION AND C-HETEROARYLATION OF ICOSAHEDRAL CARBORANES VIA THEIR COPPER(I) DERIVATIVES [J].
COULT, R ;
FOX, MA ;
GILL, WR ;
HERBERTSON, PL ;
MACBRIDE, JAH ;
WADE, K .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1993, 462 (1-2) :19-29
[7]   Potent estrogen agonists based on carborane as a hydrophobic skeletal structure - A new medicinal application of boron clusters [J].
Endo, Y ;
Iijima, T ;
Yamakoshi, Y ;
Fukasawa, H ;
Miyaura, C ;
Inada, M ;
Kubo, A ;
Itai, A .
CHEMISTRY & BIOLOGY, 2001, 8 (04) :341-355
[8]   Potent estrogenic agonists bearing dicarba-closo-dodecaborane as a hydrophobic pharmacophore [J].
Endo, Y ;
Iijima, T ;
Yamakoshi, Y ;
Yamaguchi, M ;
Fukasawa, H ;
Shudo, K .
JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (09) :1501-1504
[9]   Structure-activity study of estrogenic agonists bearing dicarba-closo-dodecaborane.: Effect of geometry and separation distance of hydroxyl groups at the ends of molecules [J].
Endo, Y ;
Iijima, T ;
Yamakoshi, Y ;
Kubo, A ;
Itai, A .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (23) :3313-3318
[10]   Estrogenic antagonists bearing dicarba-closo-dodecaborane as a hydrophobic pharmacophore [J].
Endo, Y ;
Yoshimi, T ;
Iijima, T ;
Yamakoshi, Y .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (24) :3387-3392