POLYMER-SUPPORTED OLIGO(OXYETHYLENE)S, SULFOXIDES, AND CROWN ETHERS IN NUCLEOPHILIC-SUBSTITUTION REACTIONS

被引:2
作者
CEFELIN, P [1 ]
HRUDKOVA, H [1 ]
JANOUT, V [1 ]
KALCHENKO, VI [1 ]
VALTER, B [1 ]
机构
[1] ACAD SCI UKSSR, INST ORGAN CHEM, KIEV, UKRAINE, USSR
关键词
D O I
10.1135/cccc19920472
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The efficiency of polymer analogues of oligo(oxyethylene)s and sulfoxides in the activation of nucleophilic substitution reactions were compared by testing to the reaction between sodium phenoxide and 1-bromooctane in 1,4-dioxane. With polymer analogues of crown ethers and polymer networks having the pseudo-crown ether structure the polymer effect can be achieved, i.e. a higher activation efficiency of the polymer analogue (in the L-S system) compared with the efficiency of the unimmobilized compound (in the homogeneous system), The results suggest that several molecules of the linear activator or of side active groupings (chains) on the polymer having the podand structure take part in the formation of the activation site for the complex formation or solvation of the cation).
引用
收藏
页码:472 / 486
页数:15
相关论文
共 20 条
[1]   ION PAIR EXTRACTION IN PREPARATIVE ORGANIC CHEMISTRY - A CONVENIENT METHOD FOR PREPARATION OF SALTS OF AMINES [J].
BRANDSTROM, A ;
GUSTAVII, K .
ACTA CHEMICA SCANDINAVICA, 1969, 23 (04) :1215-+
[2]   ALKYL SUBSTITUTED AZA-MACROBICYCLIC POLYETHERS - HIGHLY EFFICIENT CATALYSTS IN 2-PHASE REACTIONS [J].
CINQUINI, M ;
MONTANARI, F .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (10) :393-394
[3]   POLYMER SULFOXIDES BASED ON POLY(VINYL-ALCOHOL) AS EFFECTIVE CATALYSTS OF NUCLEOPHILIC-SUBSTITUTION REACTIONS [J].
HRUDKOVA, H ;
CEFELIN, P ;
JANOUT, V .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1987, 52 (09) :2204-2211
[4]   PREPARATION OF CROSSLINKED POLYSTYRENE BEADS INCLUDING OLIGO(OXYETHYLENE) CHAIN AS CROSSLINKING AGENT AND THEIR USE AS PHASE-TRANSFER CATALYST [J].
ITSUNO, S ;
MOUE, I ;
ITO, K .
POLYMER BULLETIN, 1989, 21 (04) :365-370
[5]   THE PREPARATION OF POLYPHOSPHAZENE WITH OLIGO(OXYETHYLENE) BRANCHES [J].
JANOUT, V ;
CEFELIN, P ;
PROVOTOROVA, NP ;
TUR, DR ;
VINOGRADOVA, SV .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1987, 25 (12) :3489-3493
[6]   A POLYMERIC ANALOG OF DIMETHYLSULFOXIDE - SYNTHESIS OF CROSSLINKED POLYMERS WITH BOUND SULFOXIDE GROUPS [J].
JANOUT, V ;
HRUDKOVA, H ;
CEFELIN, P .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1984, 49 (07) :1563-1568
[7]   POLYSTYRYL MERCURY TRIFLUOROACETATE - A CONVENIENT AND MILD REAGENT FOR THIOACETAL AND THIOKETAL HYDROLYSIS [J].
JANOUT, V ;
REGEN, SL .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (11) :2212-2213
[8]   PSEUDOCROWN ETHERS BASED ON POLYPHOSPHAZENE AS EFFECTIVE CATALYSTS OF NUCLEOPHILIC-SUBSTITUTION REACTIONS [J].
JANOUT, V ;
CEFELIN, P ;
TUR, DR ;
VINOGRADOVA, SV .
POLYMER BULLETIN, 1986, 15 (04) :303-309
[9]   THE CO-OPERATIVE EFFECT IN THE ACTIVATION OF THE PHENOXIDE ANION WITH OLIGO(OXYETHYLENES) CONTAINING QUATERNARY AMMONIUM GROUPS [J].
JANOUT, V ;
MASAR, B ;
HRUDKOVA, H ;
CEFELIN, P .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (04) :213-214
[10]   REACTION OF 1-BROMOBUTANE WITH POTASSIUM CYANIDE UNDER CONDITIONS OF 3-PHASE CATALYSIS - ACTIVITY OF NEW POLYMERIC CATALYSTS [J].
JANOUT, V ;
CEFELIN, P .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1982, 47 (07) :1818-1825