Investigations into the mechanism of action of nitrobenzene as a mild dehydrogenating agent under acid-catalysed conditions

被引:19
作者
Cristiano, MLS
Gago, DJP
Gonsalves, AMDR
Johnstone, RAW
McCarron, M
Varejao, JMTB
机构
[1] Univ Liverpool, Dept Chem, Liverpool L69 3BX, Merseyside, England
[2] Univ Algarve, FCT, P-8000 Faro, Portugal
[3] Univ Coimbra, Dept Quim, P-3000 Coimbra, Portugal
[4] IPC, Escola Super Agr, P-3040 Coimbra, Portugal
关键词
D O I
10.1039/b210887a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protonated nitrobenzene can be used to dehydrogenate a range of hydrocarbons, which already possess at least one double bond. Kinetic and spectroscopic results, together with known electrode potentials, yield approximate limits within which protonated nitrobenzenes can be expected to effect dehydrogenation of hydroaromatic compounds. A high yielding synthesis of benzo[j]fluoranthene is described.
引用
收藏
页码:565 / 574
页数:10
相关论文
共 76 条
[61]   AROMATIC CYCLODEHYDROGENATION .5. A SYNTHESIS OF FLUORANTHENE [J].
ORCHIN, M ;
REGGEL, L .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1947, 69 (03) :505-509
[62]   POLAROGRAPHIC BEHAVIOR OF AROMATIC NITRO COMPOUNDS .1. MONONITRO COMPOUNDS [J].
PAGE, JE ;
SMITH, JW ;
WALLER, JG .
JOURNAL OF PHYSICAL AND COLLOID CHEMISTRY, 1949, 53 (04) :545-562
[63]  
PAUL RC, 1965, RES B PANJAB U, V16, P251
[64]   LIQUID HYDROGEN CHLORIDE SOLVENT SYSTEM .5. SOLUBILITIES AND REACTIONS OF SOME COMPOUNDS CONTAINING DOUBLY BONDED OXYGEN [J].
PEACH, ME ;
WADDINGTON, TC .
JOURNAL OF THE CHEMICAL SOCIETY, 1962, (JUL) :2680-&
[65]  
RAHMAN MT, 1987, J ORGANOMET CHEM, V329, P133
[66]  
RAO DNR, 1988, BASIC LIFE SCI, V49
[67]  
Rozhdestvenskaya N. N., 1991, IAN SSSR KH, P1751
[68]  
RUSSEL GA, 1962, J AM CHEM SOC, V84, P4513
[69]   AUTOXIDATION AND CONDENSATION REACTIONS OF CARBANIONS IN DIMETHYL SULFOXIDE SOLUTION [J].
RUSSELL, GA ;
JANZEN, EG ;
BECKER, HD ;
SMENTOWSKI, FJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (13) :2652-&
[70]  
SIEGERMAN H, 1975, TECHNIQUE ELECTROO 2, V5, P667