C-13 NMR-SPECTRA AND ENOL-ENOL TAUTOMERISM IN CRYSTALLINE KETO-ENOLS

被引:12
作者
KOLTSOV, AI
ELKIN, AA
ZHEGLOVA, DK
机构
[1] UNIV SOFIA,DEPT ORGAN CHEM,BU-1126 SOFIA,BULGARIA
[2] ACAD SCI USSR,INST HIGH MOLEC CPDS,LENINGRAD 199164,USSR
关键词
D O I
10.1016/0022-2860(90)80415-G
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The tautomeric equilibrium in crystals of five β-diketones has been studied by 13C NMR spectroscopy using "magic angle" spinning techniques. The results are compared with literature data for the corresponding 10% solutions. The difference between chelate enol-enol equilibria in crystalline and dissolved keto-enols was found to be small in some cases and significant for systems containing an additional proton donating group able to form an intermolecular hydrogen bond. © 1990.
引用
收藏
页码:309 / 313
页数:5
相关论文
共 16 条
[1]  
KOLTSOV AI, 1976, ZH ORG KHIM+, V12, P2036
[2]  
KOLTSOV AI, 1984, KHIM FIZ, V3, P810
[3]  
KOLTSOV AI, 1978, THESIS LENINGRAD
[4]   CHEMICAL APPLICATIONS OF VARIABLE-TEMPERATURE CPMAS NMR-SPECTROSCOPY IN SOLIDS [J].
LYERLA, JR ;
YANNONI, CS ;
FYFE, CA .
ACCOUNTS OF CHEMICAL RESEARCH, 1982, 15 (07) :208-216
[5]  
MINKIN VI, 1987, ZH OBSHCH KHIM+, V57, P1818
[6]   THE SOLID-PHASE C-13 NMR-SPECTRA OF SEVERAL TROPOLONE DERIVATIVES [J].
MORI, A ;
SUGIYAMA, S ;
MAMETSUKA, H ;
TOMIYASU, K ;
TAKESHITA, H .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (12) :4339-4341
[7]   CIS-TRANS AND INTRAMOLECULAR ENOL-ENOLIC EQUILIBRIUM OF BETA-KETOALDEHYDES [J].
NOY, RS ;
GINDIN, VA ;
ERSHOV, BA ;
KOLTSOV, AI ;
ZUBKOV, VA .
ORGANIC MAGNETIC RESONANCE, 1975, 7 (03) :109-115
[8]   CRYSTAL-STRUCTURE OF BENZOYLACETONE [J].
SEMMINGSEN, D .
ACTA CHEMICA SCANDINAVICA, 1972, 26 (01) :143-+
[9]   C-13 NMR-STUDY OF ENOL FORMS OF BETA-DIKETONES [J].
SHAPETKO, NN ;
BERESTOVA, SS ;
LUKOVKIN, GM ;
BOGACHEV, YS .
ORGANIC MAGNETIC RESONANCE, 1975, 7 (05) :237-239
[10]   INVESTIGATION OF CRYSTALLINE NAPHTHAZARIN-B BY C-13 NMR-SPECTROSCOPY USING MAGIC ANGLE SPINNING TECHNIQUES AND BY X-RAY-DIFFRACTION - EVIDENCE FOR A DYNAMIC DISORDERED STRUCTURE [J].
SHIAU, WI ;
DUESLER, EN ;
PAUL, IC ;
CURTIN, DY ;
BLANN, WG ;
FYFE, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (13) :4546-4548