(1-(Dimethylamino)-2-(diphenylphosphino)ethane)(eta(3)-1-arylallyl)palladium tetrafluoroborates. Preparation, isomeric equilibria, and correlations of NMR chemical shifts with Hammett substituent constants

被引:23
作者
Malet, R [1 ]
MorenoManas, M [1 ]
Parella, T [1 ]
Pleixats, R [1 ]
机构
[1] UNIV AUTONOMA BARCELONA,DEPT CHEM,E-08193 BARCELONA,SPAIN
关键词
D O I
10.1021/jo9514331
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C-13 NMR differences of chemical shifts (delta(X) - delta(H)) of allyl carbon atoms in a series of trans-(1-(diphenylphosphino)-2-(dimethylamino)ethane (eta(3)-1-arylallyl)palladium tetrafluoroborates, X ranging from NO2 to OMe, correlate very well with sigma Hammett constants for C-1 and with sigma(+) for C-3, this carbon atom being in a trans relationship with the positively charged nitrogen atom.
引用
收藏
页码:758 / 763
页数:6
相关论文
共 58 条
[1]  
ADELL P, IN PRESS J MAGN RESO
[2]  
AKERMARK B, 1987, ORGANOMETALLICS, V6, P620
[3]   PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC SUBSTITUTION - A LIGAND DESIGN INCORPORATING STERIC AND ELECTRONIC EFFECTS [J].
ALLEN, JV ;
COOTE, SJ ;
DAWSON, GJ ;
FROST, CG ;
MARTIN, CJ ;
WILLIAMS, JMJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (15) :2065-2072
[4]   ENANTIOSELECTIVE PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION - ELECTRONIC AND STERIC EFFECTS OF THE LIGAND [J].
ALLEN, JV ;
BOWER, JF ;
WILLIAMS, JMJ .
TETRAHEDRON-ASYMMETRY, 1994, 5 (10) :1895-1898
[5]   STUDIES OF ALLYLIC SUBSTITUTION CATALYZED BY A PALLADIUM COMPLEX OF A C-2-SYMMETRICAL BIS(AZIRIDINE) - PREPARATION AND NMR SPECTROSCOPIC INVESTIGATION OF A CHIRAL PI-ALLYL SPECIES [J].
ANDERSSON, PG ;
HARDEN, A ;
TANNER, D ;
NORRBY, PO .
CHEMISTRY-A EUROPEAN JOURNAL, 1995, 1 (01) :12-16
[6]   PRACTICAL ASPECTS OF TWO-DIMENSIONAL TRANSVERSE NOE SPECTROSCOPY [J].
BAX, A ;
DAVIS, DG .
JOURNAL OF MAGNETIC RESONANCE, 1985, 63 (01) :207-213
[7]   SYNTHESIS AND HAMMETT CONSTANT CORRELATION STUDIES OF NEW FUNCTIONALLY-SUBSTITUTED (ETA-5-CYCLOPENTADIENYL)CARBONYL(TRIPHENYLPHOSPHINE)IRIDIUM COMPOUNDS [J].
BLAIS, MS ;
RAUSCH, MD .
ORGANOMETALLICS, 1994, 13 (09) :3557-3563
[8]   STRUCTURE DETERMINATION OF A TETRASACCHARIDE - TRANSIENT NUCLEAR OVERHAUSER EFFECTS IN THE ROTATING FRAME [J].
BOTHNERBY, AA ;
STEPHENS, RL ;
LEE, JM ;
WARREN, CD ;
JEANLOZ, RW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (03) :811-813
[9]   AN UNUSUAL, SELECTIVE ETA(3)-ETA(1) ALLYL ISOMERIZATION IN A CHIRAL ALLYLIC ALKYLATION CATALYST [J].
BREUTEL, C ;
PREGOSIN, PS ;
SALZMANN, R ;
TOGNI, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (09) :4067-4068
[10]   REGARDING APROTIC SOLVENT EFFECTS ON FLUORINE NUCLEAR MAGNETIC-RESONANCE SHIFTS OF PARA-SUBSTITUTED FLUOROBENZENES [J].
BROWNLEE, RT ;
TAFT, RW ;
DAYAL, SK ;
LYLE, JL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (20) :7208-&