1,2-diphenylbenzene dianion:: Alkali-metal salts with drastically spread C6 rings

被引:22
作者
Bock, H
Havlas, Z
Gharagozloo-Hubmann, K
Holl, S
Sievert, M
机构
[1] Univ Frankfurt, Inst Chem, D-60439 Frankfurt, Germany
[2] Acad Sci Czech Republ, Inst Organ Chem & Biochem, Prague 16610, Czech Republic
关键词
alkaline metals; carbanions; density functional calculations; hydrocarbons; reduction;
D O I
10.1002/anie.200250841
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ioning in distortions: Severe ionic distortions of phenyl-substituted hydrocarbon anions are observed on coordination to Na+ or K + ions. Alkali-metal salts of 1,2-diphenylbenzene (see picture: Na green, O red) and 1,2,3-triphenylbenzene dianions are prepared by reduction, structurally characterized, and analyzed by density functional and natural bond order calculations. The reduction and subsequent cation coordination of the phenylbenzene ions dramatically distorts the structures of the hydrocarbon skeletons.
引用
收藏
页码:4385 / 4389
页数:5
相关论文
共 24 条
[1]  
Bock H, 1999, ANGEW CHEM INT EDIT, V38, P2240, DOI 10.1002/(SICI)1521-3773(19990802)38:15<2240::AID-ANIE2240>3.0.CO
[2]  
2-C
[3]  
Bock H, 1999, ANGEW CHEM INT EDIT, V38, P952, DOI 10.1002/(SICI)1521-3773(19990401)38:7<952::AID-ANIE952>3.0.CO
[4]  
2-#
[5]   Single crystals of an ionic anthracene aggregate with a triplet ground state [J].
Bock, H ;
Gharagozloo-Hubmann, K ;
Sievert, M ;
Prisner, T ;
Havlas, Z .
NATURE, 2000, 404 (6775) :267-269
[6]   DISTORTED MOLECULES - PERTURBATION DESIGN, PREPARATION AND STRUCTURES [J].
BOCK, H ;
RUPPERT, K ;
NATHER, C ;
HAVLAS, Z ;
HERRMANN, HF ;
ARAD, C ;
GOBEL, I ;
JOHN, A ;
MEURET, J ;
NICK, S ;
RAUSCHENBACH, A ;
SEITZ, W ;
VAUPEL, T ;
SOLOUKI, B .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1992, 31 (05) :550-581
[7]   ETHER-SOLVATED SODIUM-IONS IN SALTS CONTAINING PI-HYDROCARBON ANIONS - CRYSTALLIZATION, STRUCTURES, AND SEMIEMPIRICAL SOLVATION ENERGIES [J].
BOCK, H ;
NATHER, C ;
HAVLAS, Z ;
JOHN, A ;
ARAD, C .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1994, 33 (08) :875-878
[8]   Alkaline metal salts form pi-hydrocarbons [J].
Bock, H .
NACHRICHTEN AUS DER CHEMIE, 2001, 49 (01) :18-21
[9]  
Bock H., 1999, ANGEW CHEM, V111, p1004 1008
[10]  
BOCK H, 1992, ANGEW CHEM, V104, P564