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J. Loon, A. Arduini, W. Verboom, R. Ungaro, G. Hummel, S. Harkema, D. Reinhoudt (1989)
Selective functionalization of calix[4]arenes at the upper rimTetrahedron Letters, 30
E. Shokova, E. Khomich, N. Akhmetov, I. Vatsuro, Y. Luzikov, V. Kovalev (2003)
Synthesis and Conformations of Adamantylated Calix[5]- and -[6]arenesRussian Journal of Organic Chemistry, 39
Xinggao Fang, B. Scott, J. Watkin, C. Carter, G. Kubas (2001)
Metal complexes based on an upper-rim calix[4]arene phosphine ligandInorganica Chimica Acta, 317
T. Bartik, H. Ding, B. Bartik, B. Hanson (1995)
Surface active phosphines for catalysis under two-phase reaction conditions. P(menthyl) [(CH2)8C6H4-p-SO3Na]2 and the hydroformylation of styreneJournal of Molecular Catalysis A-chemical, 98
T. Halgren (1999)
MMFF VI. MMFF94s option for energy minimization studiesJournal of Computational Chemistry, 20
P. Hay, W. Wadt (1985)
Ab initio effective core potentials for molecular calculations. Potentials for K to Au including the outermost core orbitalsJournal of Chemical Physics, 82
R. Marmor, D. Seyferth (1969)
Synthesis of hydroxymethyl(diphenyl)phosphine oxide and substituted .alpha.-hydroxybenzyl(diphenyl)phosphine oxidesJournal of Organic Chemistry, 34
F. Plourde, K. Gilbert, J. Gagnon, P. Harvey (2003)
Syntheses and Characterization of Upper Rim 1,2- and 1,3-Diphosphinated Calix[4]arenes and Their Corresponding 1,5-Cyclooctadienylrhodium(I) Complexes: Comparison of the Catalytic Hydroformylation Properties of Terminal AlkenesOrganometallics, 22
M. Vezina, J. Gagnon, Karine Villeneuve, and Drouin, P. Harvey (2001)
(η5-Pentamethylcyclopentadienyl)rhodium Complexes of Upper-Rim Monophosphinated Calix[4]areneOrganometallics, 20
F. Arnaud-Neu, E. Collins, M. Deasy, G. Ferguson, S. Harris, B. Kaitner, A. Lough, M. Mckervey, E. Marques (1989)
Synthesis, x-ray crystal structures, and cation-binding properties of alkyl calixaryl esters and ketones, a new family of macrocyclic molecular receptorsJournal of the American Chemical Society, 111
S. Shinkai (1993)
Calixarenes - the third generation of supramoleculesTetrahedron, 49
C. Wieser, C. Dieleman, D. Matt (1997)
Calixarene and resorcinarene ligands in transition metal chemistryCoordination Chemistry Reviews, 165
(2022)
Purification of Laboratory Chemicals
Michael Anderson, L. Pignolet (1981)
Rhodium complexes of 1,4-bis(diphenylphosphino)butane. Crystal and molecular structures of [Rh(dppb)2]BF4.cntdot.C4H10O and [Rh(cod)(dppb)]BF4Inorganic Chemistry, 13
L. Mandolini, R. Ungaro (2000)
Calixarenes in action
H. Goto, E. Ōsawa (1989)
Corner flapping: a simple and fast algorithm for exhaustive generation of ring conformationsJournal of the American Chemical Society, 111
L. Pignolet (1983)
Homogeneous Catalysis with Metal Phosphine Complexes
K. Takenaka, Y. Obora, Y. Tsuji (2004)
Synthesis and complexation of tetrakis(diphenylphosphinomethyl)calix[4]arene adopting the 1,3-alternate conformationInorganica Chimica Acta, 357
C. Dieleman, C. Marsol, D. Matt, N. Kyritsakas, A. Harriman, J. Kintzinger (1999)
Co-ordination chemistry of macrocyclic compounds with dangling phosphines. Unusual NMR shifts in metallo-calix[4]arenes†Journal of The Chemical Society-dalton Transactions
L. Markovsky, V. Kal’chenko, Myroslav Vysotskya, V. Pirozhenko, Y. Simonov, A. Dvorkin, Alexander Iatsenko, J. Lipkowski (1997)
Synthesis and Structure of Hexa(Diethoxyphosphoryloxy)calix[6]areneSupramolecular Chemistry, 8
M. Vezina, J. Gagnon, Karine Villeneuve, M. Drouin, P. Harvey (2000)
Upper-rim monofunctionalization of calix[4]arene by organometallic diphenylphosphinorhodium complexesChemical Communications
T. Halgren (1996)
Merck molecular force field. I. Basis, form, scope, parameterization, and performance of MMFF94Journal of Computational Chemistry, 17
W. Wadt, P. Hay (1985)
Ab initio effective core potentials for molecular calculations. Potentials for main group elements Na to BiJournal of Chemical Physics, 82
J. Malone, D. Marrs, M. Mckervey, P. O'hagan, N. Thompson, A. Walker, F. Arnaud-Neu, O. Mauprivez, M. Schwing-Weill, J. Dozol, H. Rouquette, N. Simon (1995)
Calix[n]arene phosphine oxides. A new series of cation receptors for extraction of europium, thorium, plutonium and americium in nuclear waste treatmentJournal of The Chemical Society, Chemical Communications
N. Henry, K. Lonsdale, J. Kasper, C. Macgillavry, G. Rieck, J. Ibers, W. Hamilton (1962)
International tables for X-ray crystallography
C. Jaime, J. Mendoza, P. Prados, P. Nieto, C. Sanchez (1991)
Carbon-13 NMR chemical shifts. A single rule to determine the conformation of calix[4]arenesJournal of Organic Chemistry, 56
M. Lejeune, C. Jeunesse, D. Matt, N. Kyritsakas, R. Welter, J. Kintzinger (2002)
Positioning of transition metal centres at the upper rim of cone-shaped calix[4]arenes. Filling the basket with an organometallic ruthenium unitJournal of The Chemical Society-dalton Transactions
P. Haake, R. Pfeiffer (1970)
Ligand-complex interaction in tetragonal planar complexes and the mechanism of catalyzed isomerizationJournal of the American Chemical Society, 92
P. Hay, W. Wadt (1984)
Ab initio effective core potentials for molecular calculations
Osamu Niyomura, M. Tokunaga, Y. Obora, T. Iwasawa, Y. Tsuji (2003)
Rate enhancement with a bowl-shaped phosphane in the rhodium-catalyzed hydrosilylation of ketones.Angewandte Chemie, 42 11
C. D. Gutsche, J. F. Stoddart) (1998)
Calixarenes Revisited; Monographs in Supramolecular ChemistryAngew. Chem. Int. Ed. Engl.
S. Kanamathareddy, C. Gutsche (1994)
Conformational characteristics of p-tert-butylcalix[6]arene ethersJournal of Organic Chemistry, 59
R. Janssen, J. Duynhoven, W. Verboom, G. Hummel, S. Harkema, D. Reinhoudt (1996)
Studies on the dynamics of phosphorylated p-tert-butylcalix[6]arenes by using 2D NMR spectroscopyJournal of the American Chemical Society, 118
A. Becke (1993)
Density-functional thermochemistry. III. The role of exact exchangeJournal of Chemical Physics, 98
S. Gladiali, J. Bayón, C. Claver (1995)
Recent advances in enantioselective hydroformylationTetrahedron-asymmetry, 6
B. Balaji, Y. Obora, D. Ohara, A. Koide, Y. Tsuji (2001)
Dendrimer−Phosphine Complexes with Platinum(0) at the CoreOrganometallics, 20
Joseph McDermott, J. White, G. Whitesides (1976)
Thermal decomposition of bis(phosphine)platinum(II) metallocyclesJournal of the American Chemical Society, 98
C. Dieleman, S. Steyer, C. Jeunesse, D. Matt (2001)
Diphosphines based on an inherently chiral calix[4]arene scaffold: synthesis and use in enantioselective catalysisJournal of The Chemical Society-dalton Transactions
S. Kanamathareddy, C. Gutsche (1992)
Calixarenes. 29. Aroylation and arylmethylation of calix[6]arenesJournal of Organic Chemistry, 57
G. Crisp (1998)
Variations on a theme—recent developments on the mechanism of the Heck reaction and their implications for synthesisChemical Society Reviews, 27
J. Duynhoven, R. Janssen, W. Verboom, S. Franken, A. Casnati, A. Pochini, J. Mendoza, P. Nieto, P. Prados, D. Reinhoudt (1994)
Control of Calix[6]arene Conformations by Self-Inclusion of 1,3,5-Tri-O-alkyl Substituents: Synthesis and NMR StudiesJournal of the American Chemical Society, 116
Arjan Kleij, Beatriz Souto, C. Pastor, P. Prados, J. Mendoza (2004)
Multinuclear calixarene synthons with covalently linked aryl-palladium(II) complexes.The Journal of organic chemistry, 69 19
D. Gloyna, L. Alder, H. Henning, H. Köppel, M. Siegmund, K. Schleinitz (1980)
Darstellung von trans‐4‐Diphenylphosphinyl‐stilbenenJournal Fur Praktische Chemie-chemiker-zeitung, 322
H. Goto, E. Ōsawa (1993)
An efficient algorithm for searching low-energy conformers of cyclic and acyclic moleculesJournal of The Chemical Society-perkin Transactions 1
P. Kuhn, C. Jeunesse, David Sémeril, D. Matt, P. Lutz, R. Welter (2004)
Coordination Chemistry of Large Diphosphanes − Directional Properties of a Calix[4]arene Proximally Substituted by Two −OCH2PPh2 Podand ArmsEuropean Journal of Inorganic Chemistry, 2004
J. Ibers, W. Hamilton (1964)
Dispersion corrections and crystal structure refinementsActa Crystallographica, 17
C. Kunze, D. Selent, I. Neda, R. Schmutzler, A. Spannenberg, A. Börner (2001)
Synthesis of new calix[4]arene‐based phosphorus ligands and their application in the Rh(I) catalyzed hydroformylation of 1‐octeneHeteroatom Chemistry, 12
Y. Obora, Y. Liu, L. Jiang, K. Takenaka, and Tokunaga, Y. Tsuji (2005)
Iridium(I) and Rhodium(I) Cationic Complexes with Triphosphinocalix[6]arene Ligands: Dynamic Motion with Size-Selective Molecular EncapsulationOrganometallics, 24
R. Janssen, W. Verboom, S. Harkema, G. Hummel, D. Reinhoudt, A. Pochini, R. Ungaro, P. Prados, J. Mendoza (1993)
Selective phosphorylation of p-tert-butylcalix[6]areneJournal of The Chemical Society, Chemical Communications, 1993
Tamio Hayashi (2000)
Chiral monodentate phosphine ligand MOP for transition-metal-catalyzed asymmetric reactions.Accounts of chemical research, 33 6
R. Favez, R. Roulet, A. Pinkerton, D. Schwarzenbach (1980)
A study of PtX2(PR3)2 in the presence of PR3 in dichloromethane solution and the Cis-Trans isomerization reaction as studied by phosphorus-31 NMR. Crystal structure of [PtCl(PMe3)3]ClInorganic Chemistry, 19
I. Bagatin, D. Matt, Holger Thönnessen, P. Jones (1999)
Calix[4]arene Ligands with Phosphorus-Containing Groups Tethered at the Upper RimInorganic Chemistry, 38
K. Ho, G. Mclaughlin, M. Mcpartlin, G. Robertson (1982)
Orthorhombic and monoclinic allotropes of cis‐[PtCl2(PMePh2)2], cis‐dichlorobis(methyldiphenylphosphine)platinum(II): structure analysesActa Crystallographica Section B Structural Crystallography and Crystal Chemistry, 38
F. Perez-Balderas, F. Santoyo-González (2002)
Synthesis of Deeper Calix-sugar-Based on the Sonogashira ReactionSynlett, 2001
A. Bax, M. Summers (1986)
1H and13C Assignments from Sensitivity-Enhanced Detection of Heteronuclear Multiple-Bond Connectivity by 2D Multiple Quantum NMRChemInform, 17
K. Wolinski, J. Hinton, P. Pulay (1990)
Efficient implementation of the gauge-independent atomic orbital method for NMR chemical shift calculationsJournal of the American Chemical Society, 112
Sang-Ho Kim, J. Kim, O. Shon, Shim-Sung Lee, Ki‐Min Park, S. Kang, J. Ko (2004)
Metallic macrocycle with a 1,3-alternate calix[4]arene phosphorus ligand.Inorganic chemistry, 43 9
C. Wieser-Jeunesse, D. Matt, A. Cian (1998)
Directed Positioning of Organometallic Fragments Inside a Calix[4]arene Cavity.Angewandte Chemie, 37 20
C. Jeunesse, C. Dieleman, S. Steyer, D. Matt (2001)
Calix[4]arene-derived diphosphines, diphosphinites and diphosphites as chelating ligands for transition metal ions. Encapsulation of silver(I) in a calix-crown diphosphiteJournal of The Chemical Society-dalton Transactions
C. Dieleman, D. Matt, I. Neda, R. Schmutzler, A. Harriman, Reza Yaftian (1999)
Hexahomotrioxacalix[3]arene: a scaffold for a C3-symmetric phosphine ligand that traps a hydrido-rhodium fragment inside a molecular funnelChemical Communications
K. Takenaka, Y. Obora, A. Jiang, Y. Tsuji (2002)
Platinum(II) and Palladium(II) Complexes of Bis(diphenylphosphino)calix[4]arene Tetrabenzyl Ether: Fluxional Behavior Caused by Two MotionsOrganometallics, 21
K. Takenaka, Y. Obora, L. Jiang, Y. Tsuji (2001)
Solid-State and Solution Structures of Calix[4]arene Tetramethyl Ether Containing Four Diphenylphosphino Moieties at the Upper RimBulletin of the Chemical Society of Japan, 74
S. Kanamathareddy, C. Gutsche (1993)
Synthesis and conformational properties of calix[6]arenes bridged on the lower rim: self-anchored rotaxanesJournal of the American Chemical Society, 115
Terry Schenck, J. Downes, C. Milne, P. Mackenzie, Terry Boucher, J. Whelan, B. Bosnich (1985)
Bimetallic reactivity. Synthesis of bimetallic complexes containing a bis(phosphino)pyrazole ligandInorganic Chemistry, 24
G. Anderson, R. Cross (1980)
Isomerisation mechanisms of square-planar complexesChemical Society Reviews, 9
S. Shimizu, S. Shirakawa, Yasuyuki Sasaki, C. Hirai (2000)
Novel Water‐Soluble Calix[4]arene Ligands with Phosphane‐Containing Groups for Dual Functional Metal‐Complex Catalysts: The Biphasic Hydroformylation of Water‐Insoluble OlefinsAngewandte Chemie, 39
J. Magrans, A. Rincón, F. Cuevas, J. López-Prados, P. Nieto, M. Pons, A. Prados, J. Mendoza (1998)
Interplay of Steric Hindrance and Hydrogen Bonding To Restrict Mono-O-substituted p-tert-Butylcalix[6]arenes in Cone ConformationJournal of Organic Chemistry, 63
J. Szejtli (1983)
Dimethyl-β-cyclodextrin as parenteral drug carrierJournal of inclusion phenomena, 1
E. Silva, L. Memmi, A. Coleman, Beth Rather, M. Zaworotko (2001)
Synthesis and solid-State structures of mono-Functionalised para-H-Calix-[6]-arenesJournal of Supramolecular Chemistry, 1
V. Böhmer (1995)
Calixarenes, Macrocycles with (Almost) Unlimited PossibilitiesAngewandte Chemie, 34
C. Wieser, D. Matt, J. Fischer, A. Harriman (1997)
Capping calixarenes with metallodiphosphine fragments: towards intracavity reactionsJournal of The Chemical Society-dalton Transactions
Novel phosphanylcalix[6]arenes having mono‐O‐diphenylphosphanylmethyl (3) and mono‐O‐(4‐diphenylphosphanylphenyl)methyl substituents (5) have been synthesized. The structures of these monophosphanylcalix[6]arenes were determined by NMR spectroscopy, mass spectrometry, and X‐ray crystal structure analysis. The X‐ray structure reveals that 3 adopts a flattened 1,2,3‐alternate conformation in the crystalline state, while the NMR spectra show that 3 and 5 have a cone conformation in solution. Structure optimization and energy calculations for 3 and 5 at the B3LYP/LANL2DZ‐CONFLEX5/MMFF94s level of theory show that the cone conformation is slightly more stable than the 1,2,3‐alternate conformation by 0.36 kcal mol–1 for 3 and 0.96 kcal mol–1 for 5. Complexation of 3 with [PtCl2(COD)] and [Rh(COD)2]BF4 gives cis‐coordinated [PtCl2(3)2] and [Rh(COD)(3)2]BF4, respectively. The X‐ray analysis of [PtCl2(3)2] shows that 3 adopts a cone conformation upon complexation. Combination of 3 and 5 with [Rh(COD)2]BF4 provides an active catalyst for the hydroformylation of a variety of terminal alkenes.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
European Journal of Inorganic Chemistry – Wiley
Published: Jan 1, 2006
Keywords: ; ; ; ;
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