Mixed-ligand arenechromium carbonyl complexes as electronic modulators

被引:27
作者
Jones, GB [1 ]
Chapman, BJ [1 ]
Mathews, JE [1 ]
机构
[1] Clemson Univ, Dept Chem, Med Chem Lab, Clemson, SC 29634 USA
关键词
D O I
10.1021/jo9721103
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A number of mixed ligand eta(6) arenechromium carbonyl complexes have been prepared and investigated for their ability to effect electronic modulation of arene chemistry. In the case of an aniline-derived system, the arenechromium carbonyl complex is able to modulate the inductive capacity of the aniline nitrogen atom and thus, regulate its anchimeric ability. In the case of 8-phenylmenthol and benzyloxazolidinone derivatives, modulation of arene ar basicity is achieved, and results suggest that important vinylarene pi-pi interactions exist in acrylate derivatives of these chiral auxiliary systems.
引用
收藏
页码:2928 / 2938
页数:11
相关论文
共 61 条
[1]   CONFORMATIONAL PREFERENCES AND ROTATIONAL BARRIERS IN POLYENE-ML3 TRANSITION-METAL COMPLEXES [J].
ALBRIGHT, TA ;
HOFMANN, P ;
HOFFMANN, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (23) :7546-7557
[2]   TRANSPORT OF ADENINE MONONUCLEOSIDE AND DINUCLEOSIDE MONOPHOSPHATES ACROSS LIQUID MEMBRANES AND EXTRACTION OF OLIGONUCLEOTIDES WITH SYNTHETIC CARRIERS [J].
ANDREU, C ;
GALAN, A ;
KOBIRO, K ;
DEMENDOZA, J ;
PARK, TK ;
REBEK, J ;
SALMERON, A ;
USMAN, N .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (12) :5501-5502
[3]  
Ariffin A, 1997, SYNLETT, P1453
[4]   A STUDY OF COMPARATIVE CHEMICAL AND BIOLOGICAL ACTIVITIES OF ALKYLATING AGENTS [J].
BARDOS, TJ ;
DATTAGUP.N ;
HEBBORN, P ;
TRIGGLE, DJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1965, 8 (02) :167-&
[5]  
CARD RJ, 1973, TETRAHEDRON LETT, P3823
[6]  
CARD RJ, 1980, J ORG CHEM, V45, P2556
[7]   ASYMMETRIC-SYNTHESIS OF 2-ALKYL(ARYL)-2,3-DIHYDRO-4-PYRIDONES BY ADDITION OF GRIGNARD-REAGENTS TO CHIRAL 1-ACYL-4-METHOXYPYRIDINIUM SALTS [J].
COMINS, DL ;
JOSEPH, SP ;
GOEHRING, RR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (11) :4719-4728
[8]   REDUCTIVE CLEAVAGE OF TERT-BUTYLDIMETHYLSILYL ETHERS BY DIISOBUTYLALUMINUM HYDRIDE [J].
COREY, EJ ;
JONES, GB .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (03) :1028-1029
[9]   PREPARATION OF AN OPTICALLY-ACTIVE PROSTAGLANDIN INTERMEDIATE VIA ASYMMETRIC INDUCTION [J].
COREY, EJ ;
ENSLEY, HE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (23) :6908-6909
[10]   THE ORIGIN OF GREATER THAN 200/1 ENANTIOSELECTIVITY IN A CATALYTIC DIELS-ALDER REACTION AS REVEALED BY PHYSICAL AND CHEMICAL STUDIES [J].
COREY, EJ ;
LOH, TP ;
ROPER, TD ;
AZIMIOARA, MD ;
NOE, MC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (21) :8290-8292