C-13-NMR SPECTRA OF TRIBROMOMETHYLLITHIUM AND 1,1-DIBROMOETHYLLITHIUM

被引:49
作者
SIEGEL, H
HILTBRUNNER, K
SEEBACH, D
机构
[1] Laboratorium Für Organische Chemie, Eidgenössischen Technischen Hochschule Zürich, Eth-Zenturm, Zürich, CH-8092
关键词
D O I
10.1002/anie.197907851
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Unusal bonding in 13C‐labeled Br3CLi 1 is suggested by the 13C‐NMR spectrum at −100°C (THF solution). Shifts and coupling constants indicate three species: 1a with highly polarized BrC bonds; 1b or 1c, distorted as a result of stepwise release of LiBr; and dibromocarbene 1d. 1a and 1b are the first non‐ionized organolithium compounds seen to be monomeric on the NMR time scale. (Figure Presented.) Copyright © 1979 by Verlag Chemie, GmbH, Germany
引用
收藏
页码:785 / 786
页数:2
相关论文
共 18 条
[1]   CONFORMATION AND ELECTRONIC-STRUCTURE OF LITHIUM ADDUCT OF METHYLENEPHOSPHORANES [J].
ALBRIGHT, TA ;
SCHWEIZER, EE .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (07) :1168-1173
[2]   FORMATION OF LITHIUM DIARYLARGENTATES FROM ARYLSILVER COMPOUNDS AND THE CORRESPONDING ARYLLITHIUM COMPOUNDS [J].
BLENKERS, J ;
HOFSTEE, HK ;
BOERSMA, J ;
VANDERKERK, GJM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1979, 168 (02) :251-258
[3]   STRUCTURAL STUDIES OF CARBANIONIC SPECIES FORMED FROM PHOSPHONATES - ANIONS OF DIETHYL BENZYL-PHOSPHONATES AND CYANOMETHYLPHOSPHONATES [J].
BOTTINSTRZALKO, T ;
SEYDENPENNE, J ;
POUET, MJ ;
SIMONNIN, MP .
JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (22) :4346-4351
[4]   C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES OF ORGANO ALKALI-METAL COMPOUNDS - MODELS OF POLYMERIZATION SYSTEMS [J].
BYWATER, S ;
LACHANCE, P ;
WORSFOLD, DJ .
JOURNAL OF PHYSICAL CHEMISTRY, 1975, 79 (20) :2148-2153
[5]   C-13 NMR-STUDY OF STRUCTURE OF SULFUR-STABILIZED CARBANIONS [J].
CHASSAING, G ;
MARQUET, A .
TETRAHEDRON, 1978, 34 (09) :1399-1404
[6]   PREPARATION OF TRIBROMOMETNYL LITHIUM [J].
FISCHER, RH ;
KOBRICH, G .
CHEMISCHE BERICHTE-RECUEIL, 1968, 101 (09) :3230-&
[7]   MATRIX REACTIONS OF ALKALI-METAL ATOMS WITH TETRAHALOMETHANES - EVIDENCE FOR A NOVEL CARBENOID [J].
HATZENBUHLER, DA ;
ANDREWS, L ;
CAREY, FA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (01) :187-189
[8]  
KREITER CG, 1972, ANGEW CHEM INT EDIT, V11, P142
[9]  
KREITER CG, 1972, ANGEW CHEM, V84, P155
[10]   CARBON-13-LITHIUM-7 SPIN-SPIN COUPLING IN ALKYLLITHIUM COMPOUNDS [J].
MCKEEVER, LD ;
WAACK, R ;
DORAN, MA ;
BAKER, EB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (12) :3244-&