ASSOCIATION CONSTANTS OF ALKALINE COMPLEXES OF MACROLACTONES AND CROWN-ETHERS DERIVED FROM BIPHENYL - INFLUENCE OF THE POSITION AND CHARACTERISTICS OF BIPHENYL SUBSTITUENTS

被引:4
作者
COSTERO, AM
PITARCH, M
机构
[1] Departamento de Quimica Organica. Facultad de Farmacia. Vicente Andres Estelles s/n
关键词
BIPHENYL CROWN ETHERS; ASSOCIATION CONSTANTS; ALKALINE CATIONS; COMPLEXATION;
D O I
10.1016/S0040-4020(01)80695-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The influence that substituents in the biphenyl moiety have on the association constants of several macrolactones and crown ether derived from biphenyl have been studied. The steric hindrance produced by the presence of substituents in 6,6' makes same crown ethers less suitable to complex alkaline cations. Carbonyl groups present in macrolactones reduce the effective space inside the hole and smaller cations are better fitted.
引用
收藏
页码:5381 / 5386
页数:6
相关论文
共 11 条
[1]  
AGER OJ, 1982, J CHEM SOC CHEM COMM, P248
[2]   SYNTHETIC MACROCYCLIC DIESTER AND TETRAESTER COMPOUNDS [J].
BRADSHAW, JS ;
MAAS, GE ;
IZATT, RM ;
CHRISTENSEN, JJ .
CHEMICAL REVIEWS, 1979, 79 (01) :37-52
[3]  
JUNG ME, 1977, J ORG CHEM, V42, P3861
[4]   HYDROXYL-DIRECTED REGIOSELECTIVE MONODEMETHYLATION OF POLYMETHOXYARENES [J].
LAL, K ;
GHOSH, S ;
SALOMON, RG .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (06) :1072-1078
[5]  
LIU Y, 1985, HUAXUE XUEBAO, P17
[6]  
MCOMIE JFW, 1973, ORG SYNTH, V5, P412
[7]   HOST-GUEST COMPLEXATION .4. REMOTE SUBSTITUENT EFFECTS ON MACROCYCLIC POLYETHER BINDING TO METAL AND AMMONIUM-IONS [J].
MOORE, SS ;
TARNOWSKI, TL ;
NEWCOMB, M ;
CRAM, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (19) :6398-6405
[8]   CONFIGURATIONAL STUDIES IN THE BIPHENYL SERIES .1. THE CONFIGURATIONAL CORRELATION OF OPTICALLY ACTIVE BIPHENYLS WITH CENTRALLY ASYMMETRIC COMPOUNDS - THE ABSOLUTE CONFIGURATION OF 6,6'-DINITRO-2,2'-DIPHENIC ACID [J].
NEWMAN, P ;
RUTKIN, P ;
MISLOW, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (02) :465-473
[9]   ALLOSTERIC EFFECTS IN ORGANIC-CHEMISTRY - SITE-SPECIFIC BINDING [J].
REBEK, J ;
TREND, JE ;
WATTLEY, RV ;
CHAKRAVORTI, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (15) :4333-4337
[10]   ALLOSTERIC EFFECTS IN ORGANIC-CHEMISTRY - BINDING COOPERATIVITY IN A MODEL FOR SUBUNIT INTERACTIONS [J].
REBEK, J ;
COSTELLO, T ;
MARSHALL, L ;
WATTLEY, R ;
GADWOOD, RC ;
ONAN, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (25) :7481-7487