Phenanthroline

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João Rocha - One of the best experts on this subject based on the ideXlab platform.

  • Crystal Structure, Solid-State NMR Spectroscopic and Photoluminescence Studies of Organic-Inorganic Hybrid Materials (HL)6[Ge6(OH)6(hedp)6]·2(L)·H2O, L = hqn or phen (Eur. J. Inorg. Chem. 23/2006)
    European Journal of Inorganic Chemistry, 2006
    Co-Authors: Luís Mafra, Fa-nian Shi, Tito Trindade, Luís D. Carlos, Filipe E. Almeida Paz, Rute A. S. Ferreira, Christian Fernandez, Jacek Klinowski, João Rocha
    Abstract:

    The cover picture shows the three-dimensional supramolecular arrangement of 1,10-Phenanthroline (phen) residues in compound (Hphen)6[Ge6(OH)6(hedp)6]·2(phen)·20H2O (where H4hedp stands for etidronic acid). Protonated organic residues, Hphen+, π-π-stack along the [101] direction of the unit cell, which leads to the formation of columns that are interconnected through a series of weak C–H···π interactions with neighbouring 1,10-Phenanthrolines. The resulting organic framework is highly porous and contains charge-balancing centrosymmetric hexameric anionic [Ge6(ν2-OH)6(C2H4O7P2)6]6– moieties within the channels and a large number of highly disordered water molecules (total available volume of ca. 2462 A3 per unit cell). Details are discussed in the article by J. Rocha et al. on p. 4741 ff.

  • Crystal structure, solid-state NMR spectroscopic and photoluminescence studies of organic-inorganic hybrid materials (HL)(6) Ge-6(OH)(6)(hedp)(6) center dot 2(L)center dot nH(2)O, L = hqn or phen
    European Journal of Inorganic Chemistry, 2006
    Co-Authors: Luís Mafra, Fa-nian Shi, Tito Trindade, Luís D. Carlos, Rute A. S. Ferreira, Christian Fernandez, Jacek Klinowski, F. A. A. Paz, João Rocha
    Abstract:

    The cover picture shows the three-dimensional supramolecular arrangement of 1,10-Phenanthroline (phen) residues in compound (Hphen)6[Ge6(OH)6(hedp)6]·2(phen)·20H2O (where H4hedp stands for etidronic acid). Protonated organic residues, Hphen+, π-π-stack along the [101] direction of the unit cell, which leads to the formation of columns that are interconnected through a series of weak C–H···π interactions with neighbouring 1,10-Phenanthrolines. The resulting organic framework is highly porous and contains charge-balancing centrosymmetric hexameric anionic [Ge6(ν2-OH)6(C2H4O7P2)6]6– moieties within the channels and a large number of highly disordered water molecules (total available volume of ca. 2462 Å3 per unit cell). Details are discussed in the article by J. Rocha et al. on p. 4741 ff.

Luís Mafra - One of the best experts on this subject based on the ideXlab platform.

  • Crystal Structure, Solid-State NMR Spectroscopic and Photoluminescence Studies of Organic-Inorganic Hybrid Materials (HL)6[Ge6(OH)6(hedp)6]·2(L)·H2O, L = hqn or phen (Eur. J. Inorg. Chem. 23/2006)
    European Journal of Inorganic Chemistry, 2006
    Co-Authors: Luís Mafra, Fa-nian Shi, Tito Trindade, Luís D. Carlos, Filipe E. Almeida Paz, Rute A. S. Ferreira, Christian Fernandez, Jacek Klinowski, João Rocha
    Abstract:

    The cover picture shows the three-dimensional supramolecular arrangement of 1,10-Phenanthroline (phen) residues in compound (Hphen)6[Ge6(OH)6(hedp)6]·2(phen)·20H2O (where H4hedp stands for etidronic acid). Protonated organic residues, Hphen+, π-π-stack along the [101] direction of the unit cell, which leads to the formation of columns that are interconnected through a series of weak C–H···π interactions with neighbouring 1,10-Phenanthrolines. The resulting organic framework is highly porous and contains charge-balancing centrosymmetric hexameric anionic [Ge6(ν2-OH)6(C2H4O7P2)6]6– moieties within the channels and a large number of highly disordered water molecules (total available volume of ca. 2462 A3 per unit cell). Details are discussed in the article by J. Rocha et al. on p. 4741 ff.

  • Crystal structure, solid-state NMR spectroscopic and photoluminescence studies of organic-inorganic hybrid materials (HL)(6) Ge-6(OH)(6)(hedp)(6) center dot 2(L)center dot nH(2)O, L = hqn or phen
    European Journal of Inorganic Chemistry, 2006
    Co-Authors: Luís Mafra, Fa-nian Shi, Tito Trindade, Luís D. Carlos, Rute A. S. Ferreira, Christian Fernandez, Jacek Klinowski, F. A. A. Paz, João Rocha
    Abstract:

    The cover picture shows the three-dimensional supramolecular arrangement of 1,10-Phenanthroline (phen) residues in compound (Hphen)6[Ge6(OH)6(hedp)6]·2(phen)·20H2O (where H4hedp stands for etidronic acid). Protonated organic residues, Hphen+, π-π-stack along the [101] direction of the unit cell, which leads to the formation of columns that are interconnected through a series of weak C–H···π interactions with neighbouring 1,10-Phenanthrolines. The resulting organic framework is highly porous and contains charge-balancing centrosymmetric hexameric anionic [Ge6(ν2-OH)6(C2H4O7P2)6]6– moieties within the channels and a large number of highly disordered water molecules (total available volume of ca. 2462 Å3 per unit cell). Details are discussed in the article by J. Rocha et al. on p. 4741 ff.

Nirup B. Mondal - One of the best experts on this subject based on the ideXlab platform.

Ulrich Lüning - One of the best experts on this subject based on the ideXlab platform.

  • Enantiopure Chiral Concave 1,10-Phenanthrolines†
    European Journal of Organic Chemistry, 2016
    Co-Authors: Lisa Reck, Gebhard Haberhauer, Ulrich Lüning
    Abstract:

    Chiral information has been introduced into concave 1,10-Phenanthrolines of different ring sizes by using a 2,7-disubstituted naphthalene bridgehead, which causes axial chirality. A tetraphenolic 2-(dihydroxynaphthyl)-9-(dihydroxyphenyl)-1,10-Phenanthroline was synthesized as a key intermediate. Two strategies were followed to obtain the bimacrocyclic chiral concave 1,10-Phenanthrolines: quadruple Williamson ether synthesis or alkenylation of the OH groups and subsequent ring-closing metathesis followed by hydrogenation. The overall yields of bimacrocyles 19 were 10 to 17 % starting from the respective Suzuki coupling of the substituted arenes 11 and 13 to 2,9-dichloro-1,10-Phenanthroline (5). Racemic mixtures of the three concave 1,10-Phenanthrolines 19 were separated by using chiral high-performance liquid chromatography (HPLC) techniques, and their absolute stereochemistry was assigned by comparison of simulated and experimental circular dichroism (CD) spectra. The enantiopure concave 1,10-Phenanthrolines were used as ligands in a copper-catalysed cyclopropanation, and their selectivity was determined by chiral gas chromatography (GC).

  • Enantiopure Chiral Concave 1,10‐Phenanthrolines
    European Journal of Organic Chemistry, 2016
    Co-Authors: Lisa Reck, Gebhard Haberhauer, Ulrich Lüning
    Abstract:

    Chiral information has been introduced into concave 1,10-Phenanthrolines of different ring sizes by using a 2,7-disubstituted naphthalene bridgehead, which causes axial chirality. A tetraphenolic 2-(dihydroxynaphthyl)-9-(dihydroxyphenyl)-1,10-Phenanthroline was synthesized as a key intermediate. Two strategies were followed to obtain the bimacrocyclic chiral concave 1,10-Phenanthrolines: quadruple Williamson ether synthesis or alkenylation of the OH groups and subsequent ring-closing metathesis followed by hydrogenation. The overall yields of bimacrocyles 19 were 10 to 17 % starting from the respective Suzuki coupling of the substituted arenes 11 and 13 to 2,9-dichloro-1,10-Phenanthroline (5). Racemic mixtures of the three concave 1,10-Phenanthrolines 19 were separated by using chiral high-performance liquid chromatography (HPLC) techniques, and their absolute stereochemistry was assigned by comparison of simulated and experimental circular dichroism (CD) spectra. The enantiopure concave 1,10-Phenanthrolines were used as ligands in a copper-catalysed cyclopropanation, and their selectivity was determined by chiral gas chromatography (GC).

  • A Facile Route to Aryl‐Substituted 1,10‐Phenanthrolines by Means of Suzuki Coupling Reactions between Substituted Areneboronic Acids and Halogeno‐1,10‐Phenanthrolines
    European Journal of Organic Chemistry, 2002
    Co-Authors: Ulrich Lüning, Michael Abbass, Frank Fahrenkrug
    Abstract:

    Twelve new mono- or diaryl-substituted 1,10-Phenanthrolines (17 and 18) have been synthesized. The key step is a Suzuki coupling reaction between the substituted areneboronic acids 6, 11, and 15 and the mono- and dihalo-1,10-Phenanthrolines 16. The syntheses of bis-ortho-substituted boronic acids 6, 11, and 15 from substituted arenes 5 or substituted bromoarenes 10 and 14 by lithiation and subsequent treatment with trimethyl borate is described. Not only 2,9-diiodo- (16c) but also 2,9-dichloro-1,10-Phenanthroline (16b) can be used with good yields (65−92%) in the described Suzuki coupling. For the syntheses of unsymmetrically substituted 1,10-Phenanthrolines 18b, 18i, and 18j, the use of 2-chloro-9-iodo-1,10-Phenanthroline is not necessary; two different bis-ortho-substituted arene rings can be introduced stepwise in 46 to 64% total yield. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)

Christian Fernandez - One of the best experts on this subject based on the ideXlab platform.

  • Crystal Structure, Solid-State NMR Spectroscopic and Photoluminescence Studies of Organic-Inorganic Hybrid Materials (HL)6[Ge6(OH)6(hedp)6]·2(L)·H2O, L = hqn or phen (Eur. J. Inorg. Chem. 23/2006)
    European Journal of Inorganic Chemistry, 2006
    Co-Authors: Luís Mafra, Fa-nian Shi, Tito Trindade, Luís D. Carlos, Filipe E. Almeida Paz, Rute A. S. Ferreira, Christian Fernandez, Jacek Klinowski, João Rocha
    Abstract:

    The cover picture shows the three-dimensional supramolecular arrangement of 1,10-Phenanthroline (phen) residues in compound (Hphen)6[Ge6(OH)6(hedp)6]·2(phen)·20H2O (where H4hedp stands for etidronic acid). Protonated organic residues, Hphen+, π-π-stack along the [101] direction of the unit cell, which leads to the formation of columns that are interconnected through a series of weak C–H···π interactions with neighbouring 1,10-Phenanthrolines. The resulting organic framework is highly porous and contains charge-balancing centrosymmetric hexameric anionic [Ge6(ν2-OH)6(C2H4O7P2)6]6– moieties within the channels and a large number of highly disordered water molecules (total available volume of ca. 2462 A3 per unit cell). Details are discussed in the article by J. Rocha et al. on p. 4741 ff.

  • Crystal structure, solid-state NMR spectroscopic and photoluminescence studies of organic-inorganic hybrid materials (HL)(6) Ge-6(OH)(6)(hedp)(6) center dot 2(L)center dot nH(2)O, L = hqn or phen
    European Journal of Inorganic Chemistry, 2006
    Co-Authors: Luís Mafra, Fa-nian Shi, Tito Trindade, Luís D. Carlos, Rute A. S. Ferreira, Christian Fernandez, Jacek Klinowski, F. A. A. Paz, João Rocha
    Abstract:

    The cover picture shows the three-dimensional supramolecular arrangement of 1,10-Phenanthroline (phen) residues in compound (Hphen)6[Ge6(OH)6(hedp)6]·2(phen)·20H2O (where H4hedp stands for etidronic acid). Protonated organic residues, Hphen+, π-π-stack along the [101] direction of the unit cell, which leads to the formation of columns that are interconnected through a series of weak C–H···π interactions with neighbouring 1,10-Phenanthrolines. The resulting organic framework is highly porous and contains charge-balancing centrosymmetric hexameric anionic [Ge6(ν2-OH)6(C2H4O7P2)6]6– moieties within the channels and a large number of highly disordered water molecules (total available volume of ca. 2462 Å3 per unit cell). Details are discussed in the article by J. Rocha et al. on p. 4741 ff.