DILITHIATION OF A PRIMARY AMINE - SYNTHESIS AND STRUCTURE OF [(ALPHA-NAPHTHYL-NLI2)10(ET2O)6].ET2O, A PARAMAGNETIC LI20 AGGREGATE

被引:34
作者
ARMSTRONG, DR
BARR, D
CLEGG, W
DRAKE, SR
SINGER, RJ
SNAITH, R
STALKE, D
WRIGHT, DS
机构
[1] UNIV CAMBRIDGE,CHEM LAB,LENSFIELD RD,CAMBRIDGE CB2 1EW,ENGLAND
[2] UNIV STRATHCLYDE,DEPT PURE & APPL CHEM,GLASGOW G1 1XL,SCOTLAND
[3] UNIV NEWCASTLE UPON TYNE,DEPT CHEM,NEWCASTLE TYNE NE1 7RU,TYNE & WEAR,ENGLAND
[4] IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1991年 / 30卷 / 12期
关键词
D O I
10.1002/anie.199117071
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ab initio calculations predict the stablest dilithiated alpha-naphthylamine to be the isomer depicted here. The C8 and N atoms are deprotonated and the two Li atoms occupy bridging positions between them. The reaction of alpha-naphthylamine with nBuLi in ether at -40-degrees-C affords the title complex, whose structure is characterized by a central N10Li14 cluster formed by two face-sharing rhombic dodecahedrons. Amazingly the compound is paramagnetic in solution and in the solid.
引用
收藏
页码:1707 / 1709
页数:3
相关论文
共 19 条
[1]   LADDER STRUCTURES IN LITHIUM AMIDE CHEMISTRY - SYNTHESES AND SOLID-STATE AND SOLUTION STRUCTURES OF DONOR-DEFICIENT LITHIUM PYRROLIDIDE COMPLEXES, ([H2C(CH2)3NLI]3.PMDETA)2 AND ([H2C(CH2)3NLI]2.TMEDA)2, AND ABINITIO MO CALCULATIONS PROBING RING VS LADDER VS STACK STRUCTURAL PREFERENCES [J].
ARMSTRONG, DR ;
BARR, D ;
CLEGG, W ;
HODGSON, SM ;
MULVEY, RE ;
REED, D ;
SNAITH, R ;
WRIGHT, DS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (13) :4719-4727
[2]   SYNTHESIS AND SPECTROSCOPIC AND STRUCTURAL CHARACTERIZATION OF THE NOVEL LITHIUM BORYLAMIDE SALTS TRANS-[LI(ET2O)NHBMES2]2, A DIMER, AND THE ION-PAIR [LI(ET2O)3][MES2BNBMES2] WITH A LINEAR ALLENE-LIKE, [R2B=N=BR2]-, MOIETY [J].
BARTLETT, RA ;
CHEN, H ;
DIAS, HVR ;
OLMSTEAD, MM ;
POWER, PP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (02) :446-449
[3]  
BRANDSMA L, 1987, PREPARATIVE POLAR OR, V1
[4]  
CETINKAYA B, 1984, J CHEM SOC CHEM COMM, P148
[5]   STRUCTURE AND REACTIVITY OF LITHIUM AMIDES - LI-6,C-13, AND N-15 NMR SPECTROSCOPIC STUDIES AND COLLIGATIVE MEASUREMENTS OF LITHIUM DIPHENYLAMIDE AND LITHIUM DIPHENYLAMIDE-LITHIUM BROMIDE COMPLEX SOLVATED BY TETRAHYDROFURAN [J].
DEPUE, JS ;
COLLUM, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (16) :5518-5524
[6]   STRUCTURE AND REACTIVITY OF LITHIUM DIPHENYLAMIDE - ROLE OF AGGREGATES, MIXED AGGREGATES, MONOMERS, AND FREE IONS ON THE RATES AND SELECTIVITIES OF N-ALKYLATION AND E2 ELIMINATION [J].
DEPUE, JS ;
COLLUM, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (16) :5524-5533
[7]  
DUPUIS M, 1980, GAMESS N R C C SOFT, V1
[8]  
FIESER LF, 1990, REAGENTS ORGANIC SYN, V15
[9]   SOLID-STATE AND SOLUTION STRUCTURE OF DILITHIUM TRIMETHYL((PHENYLSULFONYL)METHYL)SILANE, A TRUE DILITHIOMETHANE DERIVATIVE [J].
GAIS, HJ ;
VOLLHARDT, J ;
GUNTHER, H ;
MOSKAU, D ;
LINDNER, HJ ;
BRAUN, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (03) :978-980
[10]   STRUCTURE AND REACTIVITY OF LITHIUM DIISOPROPYLAMIDE (LDA) - THE CONSEQUENCES OF AGGREGATION AND SOLVATION DURING THE METALATION OF AN N,N-DIMETHYLHYDRAZONE [J].
GALIANOROTH, AS ;
COLLUM, DB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (17) :6772-6778