TRIBRACHIAL LARIAT ETHERS - SYNTHESES, BINDING, AND FORMATION OF AN INTRAMOLECULAR MACRORING-SIDEARM COMPLEX IN THE ABSENCE OF ANY CATION

被引：8

作者：

TSESARSKAJA, M ^{[1
]}

CLEARY, TP ^{[1
]}

MILLER, SR ^{[1
]}

TRAFTON, JE ^{[1
]}

BOTT, S ^{[1
]}

ATWOOD, JL ^{[1
]}

GOKEL, GW ^{[1
]}

机构：

[1] UNIV ALABAMA, DEPT CHEM, TUSCALOOSA, AL 35401 USA

来源：

JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY | 1992年 / 12卷 / 1-4期

关键词：

CATION BINDING; CROWN ETHER; CRYSTAL STRUCTURE; LARIAT ETHER; SYNTHESIS; TRIAZA-18-CROWN-6;

D O I：

10.1007/BF01053861

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Details of a new synthetic approach to 4,10,16-triaza-18-crown-6 ('triaza-18-crown-6') are reported, along with the preparation and binding properties of the following derivatives having the indicated sidearms: CH2C = CH, CH2CH2OH, CH2CH2OCH3, COCH2OCH3,CH2COOCH2CH3, CH2C6H5, and CH2C6H4-2-NO2. A key intermediate in the synthesis of triaza-18-crown-6 is 4-N-toluenesulfonyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-9,17-dione. This compound is found by solid state structure analysis to fold to form an intramolecular, doubly-hydrogen bonded complex in which the two N-H protons interact with the two tosyl group oxygens. Details of the structure are reported.

引用

页码：187 / 197

页数：11

共 12 条

[1] SYNTHESES AND PROPERTIES OF ARENEDIAZONIUM AND ANILINIUM CATION LARIAT ETHER COMPLEXES - AN OSTRICH MOLECULE COMPLEX AND EVIDENCE FOR INTRAMOLECULAR SIDEARM - MACRORING INTERACTION
BEADLE, JR
DISHONG, DM
KHANNA, RK
GOKEL, GW
TETRAHEDRON, 1984, 40 (20) : 3935 - 3944
[2] CROWN CATION COMPLEX EFFECTS .20. SYNTHESES AND CATION BINDING-PROPERTIES OF CARBON-PIVOT LARIAT ETHERS
DISHONG, DM
DIAMOND, CJ
CINOMAN, MI
GOKEL, GW
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (03) : 586 - 593
[3] NOVEL SYNTHETIC ACCESS TO 15-MEMBERED AND 18-MEMBERED RING DIAZA-BIBRACCHIAL LARIAT ETHERS (BIBLES) AND A STUDY OF SIDEARM-MACRORING COOPERATIVITY IN CATION BINDING
GATTO, VJ
ARNOLD, KA
VISCARIELLO, AM
MILLER, SR
GOKEL, GW
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1986, 191 : 306 - ORGN
[4] NOVEL SYNTHETIC ACCESS TO 15-MEMBERED AND 18-MEMBERED RING DIAZA-BIBRACCHIAL LARIAT ETHERS (BIBLES) AND A STUDY OF SIDEARM-MACRORING COOPERATIVITY IN CATION BINDING
GATTO, VJ
ARNOLD, KA
VISCARIELLO, AM
MILLER, SR
GOKEL, GW
TETRAHEDRON LETTERS, 1986, 27 (03) : 327 - 330
[5] ELECTROCHEMICAL SWITCHING OF LARIAT ETHERS - ENHANCED CATION BINDING BY ONE-ELECTRON AND 2-ELECTRON REDUCTION OF AN ANTHRAQUINONE SIDEARM
ECHEGOYEN, L
GUSTOWSKI, DA
GATTO, VJ
GOKEL, GW
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (03) : 220 - 223
[6] LARIAT ETHERS .7. EVIDENCE FOR INTRAMOLECULAR CHELATION IN SODIUM AND POTASSIUM CATION BINDING BY 15-CROWN-5, CARBON-PIVOT LARIAT ETHERS
GOLI, DM
DISHONG, DM
DIAMOND, CJ
GOKEL, GW
TETRAHEDRON LETTERS, 1982, 23 (50) : 5243 - 5246
[7] SYNTHESES AND BINDING-PROPERTIES OF BIBRACHIAL LARIAT ETHERS (BIBLES) - SURVEY OF SYNTHETIC METHODS AND CATION SELECTIVITIES
GATTO, VJ
ARNOLD, KA
VISCARIELLO, AM
MILLER, SR
MORGAN, CR
GOKEL, GW
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26): : 5373 - 5384
[8] PEPTIDE SIDE-ARM DERIVATIVES OF LARIAT ETHERS AND BIBRACCHIAL LARIAT ETHERS - SYNTHESES, CATION BINDING-PROPERTIES, AND SOLID-STATE STRUCTURAL DATA
WHITE, BD
MALLEN, J
ARNOLD, KA
FRONCZEK, FR
GANDOUR, RD
GEHRIG, LMB
GOKEL, GW
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (04): : 937 - 947
[9] SYNTHESES AND CATION BINDING-PROPERTIES OF 12-MEMBERED RING NITROGEN-PIVOT LARIAT ETHERS
WHITE, BD
DISHONG, DM
MINGANTI, C
ARNOLD, KA
GOLI, DM
GOKEL, GW
TETRAHEDRON LETTERS, 1985, 26 (02) : 151 - 154
[10] Sensing and fluorescence behaviors of complex formation between new lariat crown ethers bearing fluorescence sidearm and metal ions in methanol solution
Su, Chia-Ching
Liu, Lilian Kao
Lu, Li-Hwa
JOURNAL OF LUMINESCENCE, 2006, 121 (01) : 159 - 172

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