Thomas Gelbrich - Academia.edu (original) (raw)
Papers by Thomas Gelbrich
Acta crystallographica. Section E, Crystallographic communications, 2015
Mutual carbox-yl-carboxyl O-H⋯O hydrogen bonds link the mol-ecules of the title compound, C7H5BrO... more Mutual carbox-yl-carboxyl O-H⋯O hydrogen bonds link the mol-ecules of the title compound, C7H5BrO3, into centrosymmetric dimers which display a central R 2 (2)(8) ring motif. In addition, there is an intra-molecular hydrox-yl-carboxyl O-H⋯O inter-action present. A comparison with the crystal structures of 59 other substituted derivatives of salicylic acid shows that both the centrosymmetric carbox-yl-carboxyl O-H⋯O dimer and the stacking mode of mol-ecules along the short a axis observed in the title structure are frequent packing motifs in this set.
Journal of the Chemical Society, Perkin Transactions 1, 1999
... The generation of difluoroenolates from trifluoroethanol and reproducible syntheses of α,α-di... more ... The generation of difluoroenolates from trifluoroethanol and reproducible syntheses of α,α-difluoro-β-hydroxy ketones Andrew S. Balnaves,a Thomas Gelbrich,c Michael B. Hursthouse,c Mark E. Light,c Michael J. Palmerb and Jonathan M. Percy *a ... DECO OLi F3C DECO ...
Acta Crystallographica Section C-crystal Structure Communications, 2008
ABSTRACT The δ polymorph of sulfanilamide (or 4-aminobenzenesulfonamide), C6H8N2O2S, displays an ... more ABSTRACT The δ polymorph of sulfanilamide (or 4-aminobenzenesulfonamide), C6H8N2O2S, displays an overall three-dimensional hydrogen-bonded network that is dominated by a two-dimensional substructure with R22(8) rings; these result from dimeric N—H...O interactions between adjacent sulfonamide groups. This study shows how the polymorphism of sulfanilamide is linked to its versatile hydrogen-bonding capabilities.
Acta crystallographica. Section C, Crystal structure communications, 2007
Polymorph VI of 4-amino-N-(2-pyridyl)benzenesulfonamide, C(11)H(11)N(3)O(2)S, is monoclinic (spac... more Polymorph VI of 4-amino-N-(2-pyridyl)benzenesulfonamide, C(11)H(11)N(3)O(2)S, is monoclinic (space group P2(1)/n). The asymmetric unit contains two different tautomeric forms. The structure displays N-H...N and N-H...O hydrogen bonding. The two independent molecules form two separate two- and three-dimensional hydrogen-bonded networks which interpenetrate. The observed patterns of hydrogen bonding are analogous to those in polymorph I of sulfathiazole.
A total of 13 new co-ordination solids have been prepared of composition [Co(
ChemInform
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Journal of The Chemical Society-dalton Transactions, 1999
ABSTRACT
Polyhedron, 2000
The nitrosyl complex in trans-[RuCl(pdma)(bpy)(NO)][PF6]2 (pdma=1,2-phenylenebis(dimethylarsine),... more The nitrosyl complex in trans-[RuCl(pdma)(bpy)(NO)][PF6]2 (pdma=1,2-phenylenebis(dimethylarsine), bpy=2,2′-bipyridine) reacts at room temperature with stoichiometric NaN3, followed by an excess of a neutral ligand L1 in 2-butanone under reflux, to afford high yields of the mono-substituted derivatives trans-[RuCl(pdma)(bpy)L1]PF6 (L1=pyridine (py) 1, triphenylphosphine (PPh3) 2, N-methylimidazole (mim) 3, acetonitrile (MeCN) 4, dimethylsulfoxide (dmso) 5 or pyrazine (pyz) 6). The related compound trans-[RuCl(pdma)(phen)(NO)][PF6]2 (phen=1,10-phenanthroline)
Crystal Engineering, 2001
Crystallisation of 1,6-bis(4-pyridyl)hexane (Py 2 C 6 H 12 ) with copper nitrate gives two differ... more Crystallisation of 1,6-bis(4-pyridyl)hexane (Py 2 C 6 H 12 ) with copper nitrate gives two different phases. Phase 1 of composition [Cu(Py 2 C 6 H 12 ) 3 (NO 3 ) 2 ]·2[Cu(Py 2 C 6 H 12 ) 2 (H 2 O)(NO 3 )] ·2(NO 3 )·EtOH consists of two different infinite chains in a 1:2 ratio that are interlocked. Hydrogen bonds link chains I to II and chains II to II. In contrast phase 2 of composition [Cu 2 (Py 2 C 6 H 12 ) 4 (H 2 O) 2 ]·(NO 3 ) 4 ·(Py 2 C 6 H 12 )·(EtOH)·2(H 2 O) is based upon an infinite 3D framework. It consists of four interpenetrating 3D networks that are crystallographically equivalent.
Polyhedron, 2003
Lead(II) carboxylate soaps of two fatty acids, palmitic (C 15 H 31 COOH) and stearic acids (C 17 ... more Lead(II) carboxylate soaps of two fatty acids, palmitic (C 15 H 31 COOH) and stearic acids (C 17 H 35 COOH), and a dicarboxylic acid, azelaic acid (HOOCC 7 H 14 COOH), have been synthesised and characterised by FTIR spectroscopy. These acids are all encountered in aged traditional oil paint, the azelaic acid resulting from the oxidative degradation of unsaturated fatty acids in the oil. Lead(II) azelate synthesised by hydrothermal methods was characterised by single crystal structure determination. This has a 3D polymeric structure with lead(II) ions linked by carboxylate bridges to form an infinite stack of (PbO 4 ) n units. These layers are connected to adjacent layers by an infinite number of parallel C(CH 2 ) 7 C chains arranged perpendicularly to the stacks. The lead(II) ions display an unusual 7-fold coordination. The first direct evidence that the ÔprotrusionsÕ encountered in aged traditional leadcontaining oil paints contain lead soaps is reported. Their mechanism of formation is discussed.
Chemistry Central journal, 2015
Structural systematics is the comparison of sets of chemically related crystal structures with th... more Structural systematics is the comparison of sets of chemically related crystal structures with the aim to establish and describe relevant similarities and relationships. An important topic in this context is the comparison of hydrogen-bonded structures (HBSs) and their representation by suitable descriptors. Three different description methods for HBSs are proposed, a graphical representation, a symbolic representation and connectivity tables. The most comprehensive description is provided by a modified graph of the underlying net topology of an HBS which contains information on the multiplicity of links, the directionality and chemical connectivity of hydrogen bonds and on symmetry relations. By contrast, the alternative symbolic representation is restricted to essential properties of an HBS, i.e. its dimensionality, topology type and selected connectivity characteristics of nodes. A comparison of their connectivity tables readily identifies differences and similarities between cry...
Tetrahedron, 2001
The outcome of a tandem Michael/intramolecular aldol reaction which is mediated by secondary amin... more The outcome of a tandem Michael/intramolecular aldol reaction which is mediated by secondary amines, thiols and phosphines has been found to be highly substrate dependent, with the best results being obtained for the formation of 5 and 6-membered rings using thiol or thiolate nucleophiles. Amine and phosphine mediated cyclisations were found to be problematic in several cases but were still
ChemInform, 2002
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Molecular Crystals and Liquid Crystals, 2001
ABSTRACT
Journal of the Chemical Society, Dalton Transactions, 2000
... E-mail: james.costello@uwe.ac.uk. b EPSRC National Crystallographic Service, Department of Ch... more ... E-mail: james.costello@uwe.ac.uk. b EPSRC National Crystallographic Service, Department of Chemistry, University of Southampton, Highfield, Southampton, UK SO17 1BJ. Received (in Cambridge, UK) 24th March 2000, Accepted 22nd May 2000. ...
Tetrahedron Letters, 2004
The synthesis of a range of ferrocene-substituted ethynylanthracenes and 1,1 0 -(bis-(2-ethenylan... more The synthesis of a range of ferrocene-substituted ethynylanthracenes and 1,1 0 -(bis-(2-ethenylanthraquinoyl)ferrocene has been achieved. The synthesis relies on the production of ferrocenylanthraquinones as key precursors. The products were obtained in the reactions of ferrocenylanthraquinones with phenylethynyllithium or trimethylsilylethynyllithium followed by reduction with tin chloride. The key products such as 1-and 2-ferrocenyl(9,10-bis-phenylethynyl)anthracenes have been characterised by X-ray single crystal diffraction.
Supramolecular Chemistry, 2003
A convenient method for measuring the dimerisation constant in solution of a calix[4]arenedicarbo... more A convenient method for measuring the dimerisation constant in solution of a calix[4]arenedicarboxylic acid is reported. This compound also co-crystallises with a bis(amidopyridyl)calix[4]arene as independent tubular calixarene stacks that are cross-linked via carboxyl–amidopyridyl hydrogen bonding and π-stacking of the amidopyridyl arms.
Zeitschrift für anorganische und allgemeine Chemie, 2004
... by a slight shift in the β-value, representing the direction of the stack relative to the 21 ... more ... by a slight shift in the β-value, representing the direction of the stack relative to the 21 screw axes, by approximately 1°. The length of the a-axis changes very little, and this could indi-cate particularly inflexible ... Page 4. T. Gelbrich, TL Threlfall, S. Huth, E. Seeger, MB Hursthouse ...
Tetrahedron Letters, 2000
Two new receptors, 9 and 13, have been prepared, utilising a pyridyl aryl ether unit in the rim o... more Two new receptors, 9 and 13, have been prepared, utilising a pyridyl aryl ether unit in the rim of the macrobicyclic structure, and the crystal structures for both of these receptors are reported. The presence of the pyridyl unit provides additional hydrogen bonding functionality in comparison to earlier structures of this type, and 9 is an effective receptor for N-acetyl L-asparagine carboxylate in CH 2 Cl 2 .
Tetrahedron Letters, 2003
A synthetic route to 1-benzyl-tetrahydro-1-benzazepine is reported, which also permits access to ... more A synthetic route to 1-benzyl-tetrahydro-1-benzazepine is reported, which also permits access to analogous structures with alkyl and aryl substituents at position-2 of the aliphatic ring. Palladium catalysis is utilized in two of the three steps, constructing the seven-membered rings ...
Acta crystallographica. Section E, Crystallographic communications, 2015
Mutual carbox-yl-carboxyl O-H⋯O hydrogen bonds link the mol-ecules of the title compound, C7H5BrO... more Mutual carbox-yl-carboxyl O-H⋯O hydrogen bonds link the mol-ecules of the title compound, C7H5BrO3, into centrosymmetric dimers which display a central R 2 (2)(8) ring motif. In addition, there is an intra-molecular hydrox-yl-carboxyl O-H⋯O inter-action present. A comparison with the crystal structures of 59 other substituted derivatives of salicylic acid shows that both the centrosymmetric carbox-yl-carboxyl O-H⋯O dimer and the stacking mode of mol-ecules along the short a axis observed in the title structure are frequent packing motifs in this set.
Journal of the Chemical Society, Perkin Transactions 1, 1999
... The generation of difluoroenolates from trifluoroethanol and reproducible syntheses of α,α-di... more ... The generation of difluoroenolates from trifluoroethanol and reproducible syntheses of α,α-difluoro-β-hydroxy ketones Andrew S. Balnaves,a Thomas Gelbrich,c Michael B. Hursthouse,c Mark E. Light,c Michael J. Palmerb and Jonathan M. Percy *a ... DECO OLi F3C DECO ...
Acta Crystallographica Section C-crystal Structure Communications, 2008
ABSTRACT The δ polymorph of sulfanilamide (or 4-aminobenzenesulfonamide), C6H8N2O2S, displays an ... more ABSTRACT The δ polymorph of sulfanilamide (or 4-aminobenzenesulfonamide), C6H8N2O2S, displays an overall three-dimensional hydrogen-bonded network that is dominated by a two-dimensional substructure with R22(8) rings; these result from dimeric N—H...O interactions between adjacent sulfonamide groups. This study shows how the polymorphism of sulfanilamide is linked to its versatile hydrogen-bonding capabilities.
Acta crystallographica. Section C, Crystal structure communications, 2007
Polymorph VI of 4-amino-N-(2-pyridyl)benzenesulfonamide, C(11)H(11)N(3)O(2)S, is monoclinic (spac... more Polymorph VI of 4-amino-N-(2-pyridyl)benzenesulfonamide, C(11)H(11)N(3)O(2)S, is monoclinic (space group P2(1)/n). The asymmetric unit contains two different tautomeric forms. The structure displays N-H...N and N-H...O hydrogen bonding. The two independent molecules form two separate two- and three-dimensional hydrogen-bonded networks which interpenetrate. The observed patterns of hydrogen bonding are analogous to those in polymorph I of sulfathiazole.
A total of 13 new co-ordination solids have been prepared of composition [Co(
ChemInform
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Journal of The Chemical Society-dalton Transactions, 1999
ABSTRACT
Polyhedron, 2000
The nitrosyl complex in trans-[RuCl(pdma)(bpy)(NO)][PF6]2 (pdma=1,2-phenylenebis(dimethylarsine),... more The nitrosyl complex in trans-[RuCl(pdma)(bpy)(NO)][PF6]2 (pdma=1,2-phenylenebis(dimethylarsine), bpy=2,2′-bipyridine) reacts at room temperature with stoichiometric NaN3, followed by an excess of a neutral ligand L1 in 2-butanone under reflux, to afford high yields of the mono-substituted derivatives trans-[RuCl(pdma)(bpy)L1]PF6 (L1=pyridine (py) 1, triphenylphosphine (PPh3) 2, N-methylimidazole (mim) 3, acetonitrile (MeCN) 4, dimethylsulfoxide (dmso) 5 or pyrazine (pyz) 6). The related compound trans-[RuCl(pdma)(phen)(NO)][PF6]2 (phen=1,10-phenanthroline)
Crystal Engineering, 2001
Crystallisation of 1,6-bis(4-pyridyl)hexane (Py 2 C 6 H 12 ) with copper nitrate gives two differ... more Crystallisation of 1,6-bis(4-pyridyl)hexane (Py 2 C 6 H 12 ) with copper nitrate gives two different phases. Phase 1 of composition [Cu(Py 2 C 6 H 12 ) 3 (NO 3 ) 2 ]·2[Cu(Py 2 C 6 H 12 ) 2 (H 2 O)(NO 3 )] ·2(NO 3 )·EtOH consists of two different infinite chains in a 1:2 ratio that are interlocked. Hydrogen bonds link chains I to II and chains II to II. In contrast phase 2 of composition [Cu 2 (Py 2 C 6 H 12 ) 4 (H 2 O) 2 ]·(NO 3 ) 4 ·(Py 2 C 6 H 12 )·(EtOH)·2(H 2 O) is based upon an infinite 3D framework. It consists of four interpenetrating 3D networks that are crystallographically equivalent.
Polyhedron, 2003
Lead(II) carboxylate soaps of two fatty acids, palmitic (C 15 H 31 COOH) and stearic acids (C 17 ... more Lead(II) carboxylate soaps of two fatty acids, palmitic (C 15 H 31 COOH) and stearic acids (C 17 H 35 COOH), and a dicarboxylic acid, azelaic acid (HOOCC 7 H 14 COOH), have been synthesised and characterised by FTIR spectroscopy. These acids are all encountered in aged traditional oil paint, the azelaic acid resulting from the oxidative degradation of unsaturated fatty acids in the oil. Lead(II) azelate synthesised by hydrothermal methods was characterised by single crystal structure determination. This has a 3D polymeric structure with lead(II) ions linked by carboxylate bridges to form an infinite stack of (PbO 4 ) n units. These layers are connected to adjacent layers by an infinite number of parallel C(CH 2 ) 7 C chains arranged perpendicularly to the stacks. The lead(II) ions display an unusual 7-fold coordination. The first direct evidence that the ÔprotrusionsÕ encountered in aged traditional leadcontaining oil paints contain lead soaps is reported. Their mechanism of formation is discussed.
Chemistry Central journal, 2015
Structural systematics is the comparison of sets of chemically related crystal structures with th... more Structural systematics is the comparison of sets of chemically related crystal structures with the aim to establish and describe relevant similarities and relationships. An important topic in this context is the comparison of hydrogen-bonded structures (HBSs) and their representation by suitable descriptors. Three different description methods for HBSs are proposed, a graphical representation, a symbolic representation and connectivity tables. The most comprehensive description is provided by a modified graph of the underlying net topology of an HBS which contains information on the multiplicity of links, the directionality and chemical connectivity of hydrogen bonds and on symmetry relations. By contrast, the alternative symbolic representation is restricted to essential properties of an HBS, i.e. its dimensionality, topology type and selected connectivity characteristics of nodes. A comparison of their connectivity tables readily identifies differences and similarities between cry...
Tetrahedron, 2001
The outcome of a tandem Michael/intramolecular aldol reaction which is mediated by secondary amin... more The outcome of a tandem Michael/intramolecular aldol reaction which is mediated by secondary amines, thiols and phosphines has been found to be highly substrate dependent, with the best results being obtained for the formation of 5 and 6-membered rings using thiol or thiolate nucleophiles. Amine and phosphine mediated cyclisations were found to be problematic in several cases but were still
ChemInform, 2002
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Molecular Crystals and Liquid Crystals, 2001
ABSTRACT
Journal of the Chemical Society, Dalton Transactions, 2000
... E-mail: james.costello@uwe.ac.uk. b EPSRC National Crystallographic Service, Department of Ch... more ... E-mail: james.costello@uwe.ac.uk. b EPSRC National Crystallographic Service, Department of Chemistry, University of Southampton, Highfield, Southampton, UK SO17 1BJ. Received (in Cambridge, UK) 24th March 2000, Accepted 22nd May 2000. ...
Tetrahedron Letters, 2004
The synthesis of a range of ferrocene-substituted ethynylanthracenes and 1,1 0 -(bis-(2-ethenylan... more The synthesis of a range of ferrocene-substituted ethynylanthracenes and 1,1 0 -(bis-(2-ethenylanthraquinoyl)ferrocene has been achieved. The synthesis relies on the production of ferrocenylanthraquinones as key precursors. The products were obtained in the reactions of ferrocenylanthraquinones with phenylethynyllithium or trimethylsilylethynyllithium followed by reduction with tin chloride. The key products such as 1-and 2-ferrocenyl(9,10-bis-phenylethynyl)anthracenes have been characterised by X-ray single crystal diffraction.
Supramolecular Chemistry, 2003
A convenient method for measuring the dimerisation constant in solution of a calix[4]arenedicarbo... more A convenient method for measuring the dimerisation constant in solution of a calix[4]arenedicarboxylic acid is reported. This compound also co-crystallises with a bis(amidopyridyl)calix[4]arene as independent tubular calixarene stacks that are cross-linked via carboxyl–amidopyridyl hydrogen bonding and π-stacking of the amidopyridyl arms.
Zeitschrift für anorganische und allgemeine Chemie, 2004
... by a slight shift in the β-value, representing the direction of the stack relative to the 21 ... more ... by a slight shift in the β-value, representing the direction of the stack relative to the 21 screw axes, by approximately 1°. The length of the a-axis changes very little, and this could indi-cate particularly inflexible ... Page 4. T. Gelbrich, TL Threlfall, S. Huth, E. Seeger, MB Hursthouse ...
Tetrahedron Letters, 2000
Two new receptors, 9 and 13, have been prepared, utilising a pyridyl aryl ether unit in the rim o... more Two new receptors, 9 and 13, have been prepared, utilising a pyridyl aryl ether unit in the rim of the macrobicyclic structure, and the crystal structures for both of these receptors are reported. The presence of the pyridyl unit provides additional hydrogen bonding functionality in comparison to earlier structures of this type, and 9 is an effective receptor for N-acetyl L-asparagine carboxylate in CH 2 Cl 2 .
Tetrahedron Letters, 2003
A synthetic route to 1-benzyl-tetrahydro-1-benzazepine is reported, which also permits access to ... more A synthetic route to 1-benzyl-tetrahydro-1-benzazepine is reported, which also permits access to analogous structures with alkyl and aryl substituents at position-2 of the aliphatic ring. Palladium catalysis is utilized in two of the three steps, constructing the seven-membered rings ...