Non-covalent bonding interactions between tetraphenyborate anions and paraquat and diquat dications

GJ Moody, Richard Owusu, AMZ Slawin, N Spencer, JF Stoddart

Research output: Contribution to journalArticle

36 Citations (Scopus)

Abstract

A ternary complex - in solution and in the crystal - with - charge transfer interactions is formed be the dication paraquat (MeNC5H4C5H4NMe) and two tetraphenylborate anions. This involves face-to-face and face-to-edge interactions between pyridinium rings and phenyl rings. Scarcely more than a methyl group of the flat paraquat is discernable in the illustration on the right.
LanguageEnglish
Pages890-892
JournalAngewandte Chemie International Edition in English
Volume29
Issue number9
DOIs
Publication statusPublished - Sep 1987

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Diquat
Paraquat
Anions
Tetraphenylborate
Charge transfer
Crystals

Cite this

Moody, GJ ; Owusu, Richard ; Slawin, AMZ ; Spencer, N ; Stoddart, JF. / Non-covalent bonding interactions between tetraphenyborate anions and paraquat and diquat dications. In: Angewandte Chemie International Edition in English. 1987 ; Vol. 29, No. 9. pp. 890-892.
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title = "Non-covalent bonding interactions between tetraphenyborate anions and paraquat and diquat dications",
abstract = "A ternary complex - in solution and in the crystal - with - charge transfer interactions is formed be the dication paraquat (MeNC5H4C5H4NMe) and two tetraphenylborate anions. This involves face-to-face and face-to-edge interactions between pyridinium rings and phenyl rings. Scarcely more than a methyl group of the flat paraquat is discernable in the illustration on the right.",
author = "GJ Moody and Richard Owusu and AMZ Slawin and N Spencer and JF Stoddart",
note = "Reference text: 1. ALLWOOD BL COMPLEXATION OF PARAQUAT BY A BISPARAPHENYLENE-34-CROWN-10 DERIVATIVE JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS : 1064 1987 2. ALSTON DR ANGEW CHEM 99 : 697 1987 3. ALSTON DR ANGEW CHEM 99 : 698 1987 4. ALSTON DR 2ND SPHERE COORDINATION OF TETRAAMMINEPLATINUM(II) BY A MACROPOLYCYCLIC CROWN-ETHER BISAMIDE RECEPTOR ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH 26 : 692 1987 5. BENDER CJ THEORETICAL-MODELS OF CHARGE-TRANSFER COMPLEXES CHEMICAL SOCIETY REVIEWS 15 : 475 1986 6. BURLEY SK DIMERIZATION ENERGETICS OF BENZENE AND AROMATIC AMINO-ACID SIDE-CHAINS JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 108 : 7995 1986 7. BURLEY SK AROMATIC-AROMATIC INTERACTION - A MECHANISM OF PROTEIN-STRUCTURE STABILIZATION SCIENCE 229 : 23 1985 8. COLQUHOUN HM THE COMPLEXATION OF THE DIQUAT DICATION BY DIBENZO-3N-CROWN-N ETHERS JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 : 607 1985 9. DIEDERICH F ANGEW CHEM 95 : 730 1983 10. DIEDERICH F INCLUSION COMPLEXES BETWEEN A MACROCYCLIC HOST MOLECULE AND AROMATIC-HYDROCARBONS IN AQUEOUS-SOLUTION ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH 22 : 715 1983 11. DIEDERICH F ANGEW CHEM S : 957 1983 12. DIEDERICH F H-1-NMR INVESTIGATIONS OF HOST GUEST COMPLEXATION BETWEEN A MACROCYCLIC HOST OF THE CYCLOPHANE TYPE AND AROMATIC GUESTS IN AQUEOUS-SOLUTION JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 106 : 8037 1984 13. FOSTER R ORGANIC CHARGE TRANS : 1969 14. GOULD RO CRYSTAL ENVIRONMENTS AND GEOMETRIES OF LEUCINE, ISOLEUCINE, VALINE, AND PHENYLALANINE PROVIDE ESTIMATES OF MINIMUM NONBONDED CONTACT AND PREFERRED VANDERWAALS INTERACTION DISTANCES JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 107 : 5921 1985 15. MEOTNER M ACCOUNTS CHEM RES 17 : 186 1984 16. MOODY GJ LIQUID MEMBRANE ION-SELECTIVE ELECTRODES FOR DIQUAT AND PARAQUAT ANALYST 112 : 121 1987 17. MULLIKEN RS MOLECULAR COMPOUNDS AND THEIR SPECTRA .2. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 74 : 811 1952 18. ODASHIMA K INCLUSION COMPLEX-FORMATION IN A PARTICULAR GEOMETRY BY A WATER-SOLUBLE PARACYCLOPHANE IN AQUEOUS-SOLUTION - NMR-STUDIES TETRAHEDRON LETTERS 21 : 4347 1980 19. OKRONGLY D EFFICIENT TRIPLE COUPLING REACTION TO PRODUCE A SELF-ADJUSTING MOLECULAR CAGE JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 107 : 5544 1985 20. SLAWIN AMZ THE DEPENDENCE OF THE SOLID-STATE STRUCTURES OF BISPARAPHENYLENE-(3N+4)-CROWN-N ETHERS UPON MACROCYCLIC RING SIZE JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS : 1070 1987 21. SUMMERS LA BIPYRIDINIUM HERBICI : 116 1980 22. TACHIYASHIKI S HYDROPHOBIC AND STERIC EFFECTS ON THE ION-PAIR FORMATION OF TRIS(1,10-PHENANTHROLINE)IRON(II) AND ARENESULFONATE IONS - KINETIC DETERMINATION OF THE FORMATION-CONSTANTS OF THE ION-PAIRS AND A H-1-NMR STUDY OF THEIR STRUCTURES INORGANIC CHEMISTRY 25 : 3209 1986 23. WINKLER J ARTIFICIAL TRANSAMINASE CARRYING A SYNTHETIC MACROCYCLIC BINDING GROUP JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 105 : 7198 1983",
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}

Non-covalent bonding interactions between tetraphenyborate anions and paraquat and diquat dications. / Moody, GJ; Owusu, Richard; Slawin, AMZ; Spencer, N; Stoddart, JF.

In: Angewandte Chemie International Edition in English, Vol. 29, No. 9, 09.1987, p. 890-892.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Non-covalent bonding interactions between tetraphenyborate anions and paraquat and diquat dications

AU - Moody, GJ

AU - Owusu, Richard

AU - Slawin, AMZ

AU - Spencer, N

AU - Stoddart, JF

N1 - Reference text: 1. ALLWOOD BL COMPLEXATION OF PARAQUAT BY A BISPARAPHENYLENE-34-CROWN-10 DERIVATIVE JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS : 1064 1987 2. ALSTON DR ANGEW CHEM 99 : 697 1987 3. ALSTON DR ANGEW CHEM 99 : 698 1987 4. ALSTON DR 2ND SPHERE COORDINATION OF TETRAAMMINEPLATINUM(II) BY A MACROPOLYCYCLIC CROWN-ETHER BISAMIDE RECEPTOR ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH 26 : 692 1987 5. BENDER CJ THEORETICAL-MODELS OF CHARGE-TRANSFER COMPLEXES CHEMICAL SOCIETY REVIEWS 15 : 475 1986 6. BURLEY SK DIMERIZATION ENERGETICS OF BENZENE AND AROMATIC AMINO-ACID SIDE-CHAINS JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 108 : 7995 1986 7. BURLEY SK AROMATIC-AROMATIC INTERACTION - A MECHANISM OF PROTEIN-STRUCTURE STABILIZATION SCIENCE 229 : 23 1985 8. COLQUHOUN HM THE COMPLEXATION OF THE DIQUAT DICATION BY DIBENZO-3N-CROWN-N ETHERS JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 : 607 1985 9. DIEDERICH F ANGEW CHEM 95 : 730 1983 10. DIEDERICH F INCLUSION COMPLEXES BETWEEN A MACROCYCLIC HOST MOLECULE AND AROMATIC-HYDROCARBONS IN AQUEOUS-SOLUTION ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH 22 : 715 1983 11. DIEDERICH F ANGEW CHEM S : 957 1983 12. DIEDERICH F H-1-NMR INVESTIGATIONS OF HOST GUEST COMPLEXATION BETWEEN A MACROCYCLIC HOST OF THE CYCLOPHANE TYPE AND AROMATIC GUESTS IN AQUEOUS-SOLUTION JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 106 : 8037 1984 13. FOSTER R ORGANIC CHARGE TRANS : 1969 14. GOULD RO CRYSTAL ENVIRONMENTS AND GEOMETRIES OF LEUCINE, ISOLEUCINE, VALINE, AND PHENYLALANINE PROVIDE ESTIMATES OF MINIMUM NONBONDED CONTACT AND PREFERRED VANDERWAALS INTERACTION DISTANCES JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 107 : 5921 1985 15. MEOTNER M ACCOUNTS CHEM RES 17 : 186 1984 16. MOODY GJ LIQUID MEMBRANE ION-SELECTIVE ELECTRODES FOR DIQUAT AND PARAQUAT ANALYST 112 : 121 1987 17. MULLIKEN RS MOLECULAR COMPOUNDS AND THEIR SPECTRA .2. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 74 : 811 1952 18. ODASHIMA K INCLUSION COMPLEX-FORMATION IN A PARTICULAR GEOMETRY BY A WATER-SOLUBLE PARACYCLOPHANE IN AQUEOUS-SOLUTION - NMR-STUDIES TETRAHEDRON LETTERS 21 : 4347 1980 19. OKRONGLY D EFFICIENT TRIPLE COUPLING REACTION TO PRODUCE A SELF-ADJUSTING MOLECULAR CAGE JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 107 : 5544 1985 20. SLAWIN AMZ THE DEPENDENCE OF THE SOLID-STATE STRUCTURES OF BISPARAPHENYLENE-(3N+4)-CROWN-N ETHERS UPON MACROCYCLIC RING SIZE JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS : 1070 1987 21. SUMMERS LA BIPYRIDINIUM HERBICI : 116 1980 22. TACHIYASHIKI S HYDROPHOBIC AND STERIC EFFECTS ON THE ION-PAIR FORMATION OF TRIS(1,10-PHENANTHROLINE)IRON(II) AND ARENESULFONATE IONS - KINETIC DETERMINATION OF THE FORMATION-CONSTANTS OF THE ION-PAIRS AND A H-1-NMR STUDY OF THEIR STRUCTURES INORGANIC CHEMISTRY 25 : 3209 1986 23. WINKLER J ARTIFICIAL TRANSAMINASE CARRYING A SYNTHETIC MACROCYCLIC BINDING GROUP JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 105 : 7198 1983

PY - 1987/9

Y1 - 1987/9

N2 - A ternary complex - in solution and in the crystal - with - charge transfer interactions is formed be the dication paraquat (MeNC5H4C5H4NMe) and two tetraphenylborate anions. This involves face-to-face and face-to-edge interactions between pyridinium rings and phenyl rings. Scarcely more than a methyl group of the flat paraquat is discernable in the illustration on the right.

AB - A ternary complex - in solution and in the crystal - with - charge transfer interactions is formed be the dication paraquat (MeNC5H4C5H4NMe) and two tetraphenylborate anions. This involves face-to-face and face-to-edge interactions between pyridinium rings and phenyl rings. Scarcely more than a methyl group of the flat paraquat is discernable in the illustration on the right.

U2 - 10.1002/anie.198708901

DO - 10.1002/anie.198708901

M3 - Article

VL - 29

SP - 890

EP - 892

JO - Angewandte Chemie International Edition

T2 - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

SN - 1433-7851

IS - 9

ER -