THE CRYSTAL-STRUCTURE OF THE SIGMA-COMPLEX OF 4,6-DINITROBENZOFUROXAN AND POTASSIUM 2-NITROPROPENIDE

被引:22
作者
TERRIER, F
LELIEVRE, J
CHATROUSSE, AP
BOUBAKER, T
BACHET, B
COUSSON, A
机构
[1] UNIV PARIS 06,COMMERCE & BUSINESS ADM,MINERAL CRISTALLOG LAB,F-75230 PARIS 05,FRANCE
[2] INST CURIE,PHYS & CHIM SECT,CNRS,UA 448,F-75231 PARIS 05,FRANCE
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1992年 / 03期
关键词
D O I
10.1039/p29920000361
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A crystalline sigma-complex (4d) of 4,6-dinitrobenzofuroxan and potassium 2-nitropropenide has been prepared and characterized by single-crystal X-ray analysis. There are two K+ and two independent anionic 2-nitropropane DNBF moieties per asymmetric unit. A cis-configuration of the hydrogen and NO2 substituents is observed. This structure determination suggests a syn-elimination process for the loss of nitrous acid from 4d which readily occurs in Me2SO solution to give the carbanion (6d) of 4,6-dinitro-7-methylbenzofuroxan.
引用
收藏
页码:361 / 366
页数:6
相关论文
共 38 条
[31]   REACTIVITY OF CARBON ACIDS TOWARD 4,6-DINITROBENZOFUROXAN - STUDIES OF KETO-ENOL EQUILIBRIA AND DIASTEREOISOMERISM IN CARBON-BONDED ANIONIC SIGMA-COMPLEXES [J].
TERRIER, F ;
SIMONNIN, MP ;
POUET, MJ ;
STRAUSS, MJ .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (17) :3537-3543
[32]   RATE AND EQUILIBRIUM STUDIES IN JACKSON-MEISENHEIMER COMPLEXES [J].
TERRIER, F .
CHEMICAL REVIEWS, 1982, 82 (02) :77-152
[33]  
TERRIER F, UNPUB
[34]  
TERRIER F, 1988, J ORG CHEM, V53, P4407
[35]   STRUCTURE OF MEISENHEIMER COMPLEX AS DETERMINED BY X-RAY CRYSTAL ANALYSIS [J].
UEDA, H ;
SAKABE, N ;
TANAKA, J ;
FURUSAKI, A .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1968, 41 (12) :2866-+
[36]   AN EMPIRICAL-METHOD FOR CORRECTING DIFFRACTOMETER DATA FOR ABSORPTION EFFECTS [J].
WALKER, N ;
STUART, D .
ACTA CRYSTALLOGRAPHICA SECTION A, 1983, 39 (JAN) :158-166
[37]  
WATKIN DJ, 1985, CRYSTALS
[38]   BUILDING-BLOCKS FOR CASCADE POLYMERS .3. FACILE ELIMINATION OF NITROUS-ACID FROM QUATERNARY NITROALKANES [J].
WEIS, CD ;
NEWKOME, GR .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (22) :5801-5802