Водородно-связанные интермедиаты в реакциях протонирования пентаметилциклопентадиенильных гидридов железа, молибдена и вольфрама с дифосфиновыми лигандами
Диссертация
Ранее в работах Лаборатории гидридов металлов ИНЭОС РАН было показано существование двух путей протонирования гидридов переходных металлов, где водородная связь с гидридным лигандом (ХН.НМ) предшествует генерации неклассического гидрида (комплекса с молекулярным водородом), а Н-связь с атомом металла (ХН.М) — образованию классических диили полигидридов. При этом основное внимание уделялось… Читать ещё >
Список литературы
- Recent Advances in Hydride Chemistry, Ed. M. Peruzzini, R. Poli Elsevier, (2001) 564.
- M. Esteruelas, L. Oro, «Dihydrogen Complexes as Homogeneous Reduction Catalysts», Chem.Rev. 98 (1998) 577−588.
- P.G. Jessop, R.H. Morris, «Reactions of transition metal dihydrogen complexes», Coord. Chem. Rev. 121 (1992) 155−284.
- D.M. Heinekey, A. Lledos, J.M. Lluch, «Elongated dihydrogen complexes: what remains of the H-Bond?», Chem. Soc .Rev. 33 (2004) 175−182.
- A.F. Borowski, B. Donnadieu, J.-C. Daran, S. Sabo-Etienne, B. Chaudret, «X-Ray crystal structure of the bis (dihydrogen) complex RuH2(H2)2(PCy3)2″, Chem. Commun. (2000) 543−544.
- P.A. Maltby, M. Schlaf, M. Steinbeck, A.J. Lough, R.H. Morris, W.T. Klooster, T.F. Koetzle,
- R.C. Srivastava, „Dihydrogen with Frequency of Motion Near the 1H Larmor Frequency. Solid-State Structures and Solution NMR Spectroscopy of Osmium Complexes trans-Os (H-H)X (PPh2CH2CH2PPh2)2.+ (X = CI, Br)“ J. Am. Chem. Soc. 118 (1996) 5396 -5407.
- L. Andrews, L. Manceron, M. Alikhani, X. Wang, „Observed and Calculated Infrared Spectrum of Pd (H2) in Solid Argon: A Ligand-Free Side-Bonded Molecular Hydrogen Complex“ J. Am. Chem. Soc.122 (2000) 11 011 -11 012.
- G.J. Kubas, C.J. Burns, J. Eckert, S. Johnson, A.C. Larson, P.J. Vergamini, C.J. Unkefer, J. Am. Chem. Soc. 115 (1993) 569.
- G.J. Kubas, C.J. Unkefer, B.I. Swanson, E. Fukushima, J. Am. Chem. Soc. 108 (1986) 7000.
- L.S. Van Der Sluys, J. Eckert, O. Eisenstein, J.H. Hall, J.C. Huffman, S.A. Jackson, T.F. Koetzle, G.J. Kubas, P.J. Vergamini, K.G. Caulton, J. Am. Chem. Soc. 112 (1990) 4831.
- W. Kohlmann, H. Werner, Z.Naturforsch. В 48b (1993) 1499.
- C.L. Gross, D.M. Young, A.J. Schultz, G.S. Girolami, „Neutron diffraction study of the elongated molecular dihydrogen complex (CsMe5)Os (H2)H2(PPh3).+“, J. Chem. Soc. Dalton Trans. 18(1997)3081−3082.
- F. Maseras, A. Lledos E. Clot, O. Eisenstein, „Transition Metal Polyhydrides: From Qualitative Ideas to Reliable Computational Studies“, Chem. Rev. 100 (2000) 601−636.
- H. Lin, M. Hall, „Transition-metal polyhydride complexes. 3. Relative stabilities of classical and nonclassical isomers“, J. Am. Chem. Soc. 114 (1992) 6102.
- G. Jia, W.S. Ng, J.Z. Yao, C.P. Lau, Y.Z. Chan, „Synthesis and Characterization of Dihydrogen and Dihydride Complexes of CpMH2(diphosphine).+ (M = Fe, Os)“, Organometallics 15 (1996) 5039−5045.
- M.A. Esteruelas, A.V. Gomez, A.M. Lopez, L.A. Oro, „New Cyclopentadienylosmium Derivatives Prepared from the Five-Coordinate Complex OsHCl (CO)(PPri3)2.“, Organometallics 15 (1996) 878−881.
- G. Albertin, S. Antoniutti, E. Bordignon, M. Pegoraro, „Preparation and reactivity of dihydrogen complexes MX (H2)P4.BF4 (M = Ru or Os- X = halogenide or SEt- P = phosphite)“, J. Chem. Soc. Dalton Trans. (2000) 3575−3578.128
- G. Albertin, S. Antoniutti, D. Baldan, E. Bordignon, „Preparation and Properties of New Dinitrogen Osmium (II) Complexes“, Inorg. Chem. 34 (1995) 6205−6210.
- P. Amedola, S. Antoniutti, G. Albertin, E. Bordignon, „olecular hydrogen complexes. Preparation and reactivity of new ruthenium (II) and osmium (II) derivatives and a comparison along the iron triad“, Inorg. Chem. 29 (1990) 318−324.
- M.S.Chinn, D.M. Heinekey, J. Am. Chem. Soc. „Dihydrogen complexes of ruthenium. 2. Kinetic and thermodynamic considerations affecting product distribution“ 112 (1990) 5166.
- F.M. Conroy-Lewis, S.J. Simpson, „Molecular hydrogen complexes: the effect of steric factors on the protonation of the monohydrides (C5H5)Ru (Ph2P (CH2)nPPh2)H.(n= 1−3)“, J. Chem. Soc. Chem. Commun. 12 (1987) 1675−1676.
- M. Heinekey, H. Mellows, T. Pratum,» Dynamic Processes in cis Dihydrogen/Hydride Complexes of Ruthenium", J. Am. Chem. Soc. 122 (2000) 6498−6499.
- Y. Jean, O. Eisenstein, F. Volatron, B. Maouche, F. Sefia, J. Am.Chem. Soc. «Interaction between d6 ML5 metal fragments and hydrogen: .D2-H2 vs. dihydride structure», 108 (1986) 6587−6592.
- R.H. Morris, Inorg. Chem. «Ligand additivity effects and periodic trends in the stability and acidity of octahedral dihydrogen complexes of d6 transition metal ions», 31 (1992) 1471−1478.
- C.E. Forde, S.E. Landau, R.H. Morris, «Dicationic iron (II) complexes with dihydrogen trans to -acid ligands: trans-Fe (H2)(L)(dppe)2.2+ (L = CO or CNH). Is there Fe-H2 -back bonding?», J. Chem. Soc. Dalton Trans. 10 (1997) 1663−1664.
- D. M. Heinekey and T. A. Luther, «Synthesis, Characterization, and Reactivity of Dicationic Dihydrogen Complexes of Osmium», Inorg. Chem. 35 (1996) 4396−4399.
- J. Eckert, G.J. Kubas, S. Johnson, A.C. Larson, P.J. Vergamini, C.J. Unkefer, J. Am. Chem. Soc. «Molybdenum complex with an extremely low barrier to hydrogen rotation.» 115 (1993) 569 -581.
- K. Lenero, M. Kranenburg, Y. Guari, P. Kamer, P. van Leeuwen, S. Sabo-Etienne, B. Chaudret, «Ruthenium Dihydrogen Complexes with Wide Bite Angle Diphosphines», Inorg. Chem. 42 (2003) 2859−2866.
- J.K. Law, H. Mellows, D.M. Heinekey, «H-H Distances in Elongated Transition Metal Dihydrogen Complexes: Effects of Temperature and Isotopic Substitution», J. Am. Chem. Soc. 123 (2001)2085−2086.
- W.S. Ng, G. Jia, M.Y. Hung, C.P. Lau, K.Y. Wong, L. Wen, «Ligand Effect on the Structures and Acidities of TpOs (H2)(PPh3)2.BF4 and [CpOsH2(PR3)2]BF4», Organometallics 17 (1998) 4556−4561.
- S.T. Lo, G. Jia, «Attenuation of Intramolecular Ru-H-H-N Dihydrogen Bonding in Aminocyclopentadienyl Ruthenium Hydride Complexes Containing Phosphite Ligands», Organometallics 21 (2002) 1898−1902.
- G. Jia, H.M. Lee, I.D. Williams, C.P. Lau, Y.Z. «Synthesis, Characterization, and Acidity Properties of MC1(H2)(L)(PMP).BF4 (M = Ru, L = PPh3, CO- M = Os, L = PPh3- PMP = 2,6-(Ph2PCH2)2C5H3N)», Chen, Organometallics 16 (1997) 3941−3949.
- G. Jia, R.H. Morris, J. Am. Chem. Soc. «Wide range of pKa values of coordinated dihydrogen. Synthesis and properties of some dihydrogen and dihydride complexes of ruthenium», 113 (1991) 875 -883.
- K. Abdur-Rashid, R. Abbel, A. Hadzovic, A.J. Lough, R.H.Morris, «Chemistry of Ruthenium (II) Monohydride and Dihydride Complexes Containing Pyridyl Donor Ligands Including Catalytic Ketone H2-Hydrogenation», Inorg. Chem. 44 (2005) 2483−2492.
- E. Rocchini, A. Mezzetti, H. Ruegger, U. Burckhardt, V. Gramlich, A. Del Zotto, P. Martinuzzi, P. Rigo, «H2 Activation by Dihydrogen Complexes. Effects of the Ligand X in M (X)H2{Ph2P (CH2)3PPh2}2.n+ (M = Ru, Os- X = CO, CI, H)», 36 (1997) 711−720.
- E.P. Cappellani, S.D. Drouin, G. Jia, P.A. Maltby, R.H. Morris, C.T. Schweitzer, J. Am. Chem.
- Soc. «Effect of the Ligand and Metal on the pKa Values of the Dihydrogen Ligand in the Series of Complexes M (H2)H (L)2.+, M = Fe, Ru, Os, Containing Isosteric Ditertiaryphosphine Ligands, L», 116 (1994) 3375−3388.
- L.D. Field, H. Li, B. Messerle, R. Smernik, P. Turner, «iron (II) dihydrogen hydrido complex containing the tripodal tetraphosphine ligand P (CH2CH2PMe2)3″, Dalton Trans. 9 (2004) 14 181 423.
- M.G. Basalote, J. Duran, M.J. Fernandez-Trujillo, „Kinetics of formation of dihydrogen complexes: protonation of cis-FeH2{P (CH2CH2PPh2)3} with acids in tetrahydrofuran“, J. Chem. Soc. Dalton Trans. 5 (1998) 745.
- M.G. Basalote, J. Duran, M.J. Fernandez-Trujillo, „Kinetics of protonation of cis-FeH2(dppe)2.: formation of the dihydrogen complex trans-[FeH (H2)(dppe)2]+ (dppe = Ph2PCH2CH2PPh2)“, J. Chem. Soc. Dalton Trans. 13 (1998) 2205−2207
- M.G. Basalote, J. Duran, M.J. Fernandez-Trujillo, „The Effect of the „Inert“ Counteranions in the Deprotonation of the Dihydrogen Complex trans-FeH (H2)(dppe)2.+: Kinetic and Theoretical Studies“, J. Am. Chem. Soc. 126 (2004) 2320−2321.
- M.G. Basalote, J. Duran, M.J. Fernandez-Trujillo, „Mechanisms of Reactions of Dihydrogen Complexes: Formation of trans-RuH (H2)(dppe)2.+ and Substitution of Coordinated Dihydrogen“, Inorg. Chem. 38 (1999) 5067−5071.
- M.G. Basalote, J. Duran, M.J. Fernandez-Trujillo, „The kinetics and mechanisms of reactions involving the dihydrogen complex trans-FeH (H2)(DPPE)2.+ and related compounds“, Journ. Organomet. Chem. 609 (2000) 29−35.
- E. Peris, J. C Lee, J.R. Rambo, O. Eisenstein, R.H. Crabtree, J. Am. Chem. Soc, „Factors Affecting the Strength of N-H.H-M Hydrogen Bonds“, 117 (1995) 3485−3491.
- R.H. Crabtree, O. Eisenstein, G. Sini, E. Peris, „New types of hydrogen bonds“, Journal of Organometallic Chemistry 567 (1998) 7−11.
- R. Custelcean, J.E. Jackson, „Dihydrogen Bonding: Structures, Energetics, and Dynamics“, Chem. Rev. 101 (2001) 1963−1980.
- N.V.Belkova, E.S.Shubina, A.V.Ionidis, L.M.Epstein, H. Jacobsen, M. Niederman, H. Berke, „Intermolecular Hydrogen Bonding of ReH2(CO)(NO)L2 Hydrides with Perfluoro-tert-butyl132
- Alcohol. Competition between M-H-H-OR and M-NO-H-OR Interactions“, Inorg. Chem. 36 (1997) 1522−1525.
- A.B. Иогансен, „правило произведения кислотно-основных функций при их ассоциации водородными связями в растворах ССЦ“, Теор. эксперим. хим. 7 (1971) 302 310.
- N.V. Belkova, A.V. Ionidis, L.M. Epstein, E.S. Shubina, S. Gruuendemann, N.S. Golubev, H.-H. Limbach, „Proton Transfer to CpRuH (CO)(PCy3) Studied by Low-Temperature IR and NMR Spectroscopy“, Eur. J. Inorg. Chem. (2001) 1753−1761.
- E.I. Gutsul, N.V. Belkova, G.M. Babakhina, L.M. Epstein, E.S. Shubina, C. Bianchini, M. Peruzzini, F. Zanobini, „How can the metal affect the proton transfer to the dihydrides133
- P (CH2CH2PPh2)3}MH2. (М = Fe, Ru, Os)? A lowtemperature electronic spectroscopy study“, Rus. Chem. Bui. 52 (2003) 1140−1143.
- N.V. Belkova, L.M. Epstein, E.S. Shubina,» he role of hydrogen bonds involving the metal atom in protonation of polyhydrides of molybdenum and tungsten of MH4(dppe)2″, J. Organomet. Chem. 493 (1995) 275−277.
- R.H. Crabtree, «Recent advances in hydrogen bonding studies involving metal hydrides», Journal of Organometallic Chemistry 577 (1998) 111−115.
- A.B. Иогансен, Г. А. Курочкин, B.M. Фурман, В. П. Глазунов, С. Е. Одиноков, «Энергия водородной связи и протонодонорная способность фторированных спиртов», Журн. Прикладной спектроскопии, 33 (1980), 460−468.
- F. Bordwell, «Equilibrium acidities in dimethyl sulfoxide solution», Acc. Chem. Res. 21 (1988)456−463.
- P. Hamon, L. Toupet, J.-R. Hamon, C. Lapinte, «Novel diamagnetic and paramagnetic iron (II), iron (III), and iron (IV) classical and nonclassical hyrides. X-ray crystal structure of Fe (C5Me5)(dppe)D.PF6», Organometallics 11 (1992) 1429−1431.
- N.V. Belkova, E.S. Shubina, L.M. Epstein, «Diverse World of Unconventional Hydrogen Bonds», Acc. Chem. Res. 38 (2005) 624−631.
- L.M. Epstein, E.S. Shubina, «New types of hydrogen bonding in organometallic chemistry», Coord. Chem. Rev. 231 (2002) 165−181.
- A. Macchioni, «Ion Pairing in Transition-Metal Organometallic Chemistry», Chem. Rev. 105 (2005) 2039−2074.
- G.S. Denisov, G.V. Gusakova, A.L.Smolyansky, «Hydrogen bond and proton transfer in complexes of trioctylamine with halogenoacetic acids», J. Mol. Struct. 15 (1973) 377−82.134
- A. Jarczewskia, С. Hubbard, «A review of proton transfer reactions between various carbon-acids and amine bases in aprotic solvents», J. Mol. Struct. 649 (2003) 287−307.
- Z. Dega-Szafran, E. Sokolowska, «Prototropic equilibrium in complexes of N-methylmorpholine betaine with phenols studied by NMR and UV spectroscopy», J. Mol. Struct. 565−566(2001) 17−23.
- E.S. Shubina, A.N. Krylov, A.Z. Kreindlin, M.I. Rybinskaya, L.M. Epstein, «Hydrogen-bonded complexes involving the metal atom and protonation of metallocenes of the iron subgroup», J. Organomet. Chem. 465 (1994) 259−262.
- E.S. Shubina, A.N. Krylov, D.V. Muratov, A.A. Filchikov, L.M. Epstein, «Interaction of rhenium hydride (rl5-CsMes)ReH (COXNO) with lluorinrted elcoho», Rus. Chem. Bui. 46 (1993) 1350−1351.
- H. Baba, A. Masuyama, H. Kokubun, «Proton transfer in p-nitrophenol-triethylamine system in aprotic solvents», Spectrochim. Acta A 25 (1969) 1709−1722.
- I. Majers, W. Sawka-Dobrowolska, «Hydrogen bonds in 4-dihydroxymethylpyridinium 2,6-dichloro-4-nitrophenolate», L. Sobczyk, J. Mol. Struct., 416 (1977) 113−119.
- S. Shcroeder, B. Bzezinski, «Proton pransfer reaction to NH baces», J. Mol. Struct. 354 (1995) 133−139.
- B. Pleune, R. Poli, J. Fettinger, «Synthesis, Structure, and Protonation Studies of Cp*MH3(dppe) (M = Mo, W). Pseudo-Trigonal-Prismatic vs Pseudo-Octahedral Structures for Half-Sandwich Group 6 M (IV) Derivatives» Organometallics 16 (1997) 1581−1594.
- R.H. Crabtree, P.E.M. Siegbahn, O. Eisenstein, A.L. Rheingold, T.F. Koetzle, «A New Intermolecular Interaction: Unconventional Hydrogen Bonds with Element-Hydride Bonds as Proton Acceptor», Acc. Chem. Res. 29 (1996) 348−354.
- M. Mays, P. Sears, «Preparation and Mossbauer spectra of some cyclopentadienyl iron complexes containing a chelating diphosphine ligand», J. Chem. Soc., Dalton Trans. (1973) 1873−1877.
- H. Lehmkuhl, G. Mehler, R. Benn, A. Rufiska, G. Schroth, C. Kriiger, E. Raabe, «Organyl Complexes of (r|-Cyclopentadienyl)(triorganophosphane)iron», Chem. Ber. 120 (1987) 1987
- R.C. Murray, L. Blum, A.H. Liu, R.R. Schrock, «Simple routes to mono (.eta.5-pentamethylcyclopentadienyl) complexes of molybdenum (V) and tungsten (V)», Organometallics 4 (1985) 953−954.