2 Homometallic Alkoxides

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114 Alkoxo and Aryloxo Derivatives of Metals 4.4.1 Monoalkanolamines A comparative study of the reactivity of metal alkoxides towards ethanolamine, HOCH2CH2NH2, indicated distinct differences between the reactivity of the hydroxyl and amino groups. For example, reactions of a large number of metal (Sm, Gd, Er, Yb, Y, Ti, V, Nb, U, Fe, Ni, B, Si, Sb) alkoxides with ethanolamines proceed with the metallation of the hydroxyl proton only as shown by Eq. (2.204): benzene M⊲OR⊳x C yHO⊲CH2⊳mNH2 ! M⊲OR⊳x y[O⊲CH2⊳mNH2]y C yROH " ⊲2.204⊳ ⊲M D Sm, 689 Gd, Er, Yb, Y; 148,156 x D 3; y D 1, 2or3;mD 2; R D Pr i . M D Ti, 623,624 x D 4, y D 1, 2, 3or4;mD 2; R D Et, Bu n , Pr i . M D OV; 691 x D 3; y D 1, 2, 3; m D 2, R D Et. M D Nb, 625 Ta; 626 x D 5; y D 1; m D 2; R D Et. M D U; 627 x D 5; y D 1, 2, 3, 4or5;mD 2; R D Et. M D Fe; 283 x D 3; y D 1, 2or3;mD 2, R D Pr i . M D Ni; 692 x D 2; y D 1or2;mD 2; R D Me, Pr i . M D B, 693 Al, 694 Ga; 185 x D 3, y D 1, 2or3;mD 2; R D Pr i . M D B, 695 x D 3; y D 3; m D 2or3;RDMe. M D Si ⊲in the presence of Na⊳; 696 x D 4; y D 4; m D 2; R D Et. M D Sb; 627 x D 3; y D 1, 2, or 3; m D 2; R D Et⊳ Similar reactions with different types of N-alkyl- and N,N-dialkyl-aminoalcohols (R 0 OH) have yielded derivatives which are generally soluble (in organic solvents) and volatile. Some typical reactions are illustrated by Eqs (2.205): M⊲OR⊳x C yR 0 OH benzene ! M⊲OR⊳x y⊲OR 0 ⊳y C yROH " ⊲2.205⊳ ⊲M D Ti, 623,624 Zr; 697 x D 4; y D 1, 2, 3, or 4; R 0 D CH2CH2NHMe, CH2CH2NHEt, CH2CH2NMe2, CH2CH2NEt2, CHMeNMe2;RD Pr i . M D Cu; 698 x D 2; y D 2; R 0 D CH2CH2NMe2, CHMeCH2NMe2, 698,699 CH2CH2NMeCH2CH2NMe2; 698 R D Me. M D B; 695 x D 3; y D 3; R 0 D CH2CH2NHMe, CH2CH2NMe2, CH2CH2NEt2,⊲CH2⊳3NMe2,⊲CH2⊳3NEt2;RD Me. M D Al; 700 x D 3; y D 1, 2, or 3; R 0 D ⊲CH2⊳2NHMe,⊲CH2⊳2NHEt,⊲CH2⊳2NEt2,⊲CH2⊳2NMe2, CHMeCH2NEt2; R D Pr i ⊳ By contrast, with alkoxides of niobium, 625 tantalum, 626 germanium, 701 tin, 621 and antimony 627 both the hydroxylic and the amino group protons of ethanolamine undergo replacement reactions to form cyclic derivatives (Eq. 2.206): M(OR) x + yHOCH 2CH 2NH 2 benzene (RO) x−2y M O CH 2 N CH2 H y + 2yROH ⊲M D Nb, Ta; x D 5; y D 2; R D Et ⊲soluble⊳. M D Ge; x D 4; y D 1; ⊲2.206⊳
<strong>Homometallic</strong> <strong>Alkoxides</strong> 115 R D Pr i ⊲soluble⊳. M D Sn; x D 4; y D 1 ⊲soluble⊳, 2 ⊲insoluble⊳; R D Pr i . M D Sb; x D 3; y D 1 ⊲soluble⊳;RD Et, Pr i ⊳ Interestingly, when the reaction of Ge(OPri⊳4 with HOCH2CH2NH2 was carried out in 1:2 molar ratio, the product was not Ge(OCH2CH2NH⊳2; instead, Ge(OCH2CH2NH)(OCH2CH2NH2)(OPri ) was obtained, and if the reactants were in 1:3 molar ratio, Ge(OCH2CH2NH⊳(OCH2CH2NH2)2 was the main product. In these cases, the increasing reactivity of the amino group in aminoalkoxides may O be due to intramolecular coordination of the type: M C2H 4, rendering the N H2 amino hydrogens more reactive. Tin alkoxides form cyclic derivatives with alkanolamines in equimolar ratio and the same is the case with germanium alkoxides but silicon alkoxides show reactivity restricted to the hydroxyl group only. The poor reactivity of silicon alkoxides may be attributed to the fact that silicon prefers to involve its d-orbitals by -bonding whereas Sn and Ge prefer -bonding. 702 This may be reflected in the order of estimated M–O bond energies of Si–O, Ge–O, and Sn–O, which are 112, 85, and 82 kcal mol 1 , respectively. 472,702,703 A comparative study of the reactions of M(OR)4 (M D Si, Ge, Sn) with alkanolamines indicated the following order of reactivity: Sn > Ge × Si. The non-involvement of the –NH2 group in the formation of intramolecular N ! Si bonding has been substantiated by infrared516,696,704 and proton magnetic resonance696,705 studies. 4.4.2 Dialkanolamines Reactions of metal alkoxides with dialkanolamines afford a variety of structurally interesting products depending on the stoichiometric ratios of the reactants as illustrated by Eqs (2.207)–(2.217): M⊲OPr i ⊳2 C 2⊲HOC2H4⊳2NH benzene ! MfOC2H4⊳NH⊲C2H4OH⊳g2 # C 2Pr C i OH ⊲2.207⊳ where M D Mg, Ca, Sr, Ba. 706,707 M⊲OPr i ⊳3 C ⊲HOC2H4⊳2NH benzene ! ⊲Pr i O⊳MfOC2H4⊳2NHgC2Pr i OH ⊲2.208⊳ where M D Al, 694 Ga, 185 Sb, 708 Fe, 283 Y, Gd, Er, Yb. 148,156 M⊲OPr i ⊳3 C 2⊲HOC2H4⊳2NH benzene ! M[f⊲OC2H4⊳2NHgf⊲OC2H4⊳NH⊲C2H4OH⊳g] # C 3Pr D i OH ⊲2.209⊳
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Alkoxo and Aryloxo Derivatives of M
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1 Introduction In 1978 the book ent
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1 INTRODUCTION 2 Homometallic Alkox
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Homometallic Alkoxides 5 to complet
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Table 2.1 (Continued) Homometallic
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Homometallic Alkoxides 15 reactivit
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Homometallic Alkoxides 17 By contra
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Homometallic Alkoxides 19 2.3 React
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Homometallic Alkoxides 21 has been
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Homometallic Alkoxides 23 obtain on
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y Evans and co-workers: 160,161 Hom
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Homometallic Alkoxides 27 The heter
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Homometallic Alkoxides 29 not conve
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Homometallic Alkoxides 31 In view o
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2.7.2 Steric Factors Homometallic A
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Homometallic Alkoxides 35 (b) When
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Homometallic Alkoxides 37 2.8 Trans
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Homometallic Alkoxides 39 with orga
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2.9.1.1 Alkoxides of Be, Mg, Ca, Sr
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MfN⊲SiMe3⊳2g2thfx C2HOR, Cpy !C
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Homometallic Alkoxides 45 2.10 Misc
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Zr⊲CH2Bu t ⊳4 C 4RfOH benzene !
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2.10.5 By Insertion of Oxygen into
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Homometallic Alkoxides 51 First hom
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O M R M OR M OR RO M (M = Tl; R = M
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Homometallic Alkoxides 55 3. Nuclea
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Homometallic Alkoxides 57 explain t
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Decomposition (%) 100 80 60 40 20 0
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Table 2.6 Volatilities of tetravale
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Page 71 and 72: 3.2.10 Alkoxides of Later 3d Metals
Page 73 and 74: Homometallic Alkoxides 71 Table 2.1
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Page 81 and 82: Table 2.20 (Continued) Homometallic
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Page 93 and 94: Table 2.21 1 H NMR spectra of Al4(O
Page 95 and 96: Homometallic Alkoxides 93 3.5 Elect
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Page 103 and 104: Homometallic Alkoxides 101 alkoxide
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Page 107 and 108: Homometallic Alkoxides 105 The mass
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Page 111 and 112: Homometallic Alkoxides 109 Under ca
Page 113 and 114: 4.3.2 Phenol-Alcohol Exchange React
Page 115: 4.4 Reactions with Alkanolamines Ho
Page 119 and 120: Homometallic Alkoxides 117 La(OPr i
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Page 131 and 132: OH Monofunctional bidentate HC N R
Page 133 and 134: Homometallic Alkoxides 131 metal al
Page 135 and 136: Homometallic Alkoxides 133 which yi
Page 137 and 138: shown in Eq. (2.286): O Mo2(OEt)6 H
Page 139 and 140: Homometallic Alkoxides 137 Phenyl i
Page 141 and 142: Homometallic Alkoxides 139 The 1990
Page 143 and 144: Eqs (2.312)-(2.315): where R D l-ad
Page 145 and 146: Homometallic Alkoxides 143 On the b
Page 147 and 148: Homometallic Alkoxides 145 The form
Page 149 and 150: Homometallic Alkoxides 147 On furth
Page 151 and 152: 4.16 Interactions Between Two Diffe
Page 153 and 154: 4Mo2(OPr i )6 + 18CO (excess) Homom
Page 155 and 156: isolobality of CR 0 and W⊲OR⊳3
Page 157 and 158: W2(OR)8 (R = CH2Bu t ) + CO + H2C C
Page 159 and 160: Homometallic Alkoxides 157 43. J.S.
Page 161 and 162: Homometallic Alkoxides 159 122. P.N
Page 163 and 164: Homometallic Alkoxides 161 201. A.
Page 165 and 166: Homometallic Alkoxides 163 281. R.C
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Homometallic Alkoxides 165 358. L.A
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Homometallic Alkoxides 167 430. M.R
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Homometallic Alkoxides 169 521. I.
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Homometallic Alkoxides 171 N.I. Koz
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Homometallic Alkoxides 173 694. R.C
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Homometallic Alkoxides 175 786. R.C
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Homometallic Alkoxides 177 876. J.
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Homometallic Alkoxides 179 966. H.
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Homometallic Alkoxides 181 1054. M.
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184 Alkoxo and Aryloxo Derivatives
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236 Table 4.1 (Continued) M-O Bond
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244 Table 4.3 Alkoxides of aluminiu
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248 Table 4.4 Alkoxides of germaniu
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256 Table 4.6 Alkoxides of scandium
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264 Table 4.7 Alkoxides of lanthani
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276 Table 4.9 Alkoxides of titanium
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278 Table 4.9 (Continued) Bond leng
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300 Table 4.11 Alkoxides of chromiu
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302 Table 4.11 (Continued) Metal M-
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316 Table 4.11 (Continued) Metal M-
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322 Table 4.12 Alkoxides of mangane
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332 Table 4.16 Alkoxides of zinc, c
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340 Table 4.17 (Continued) Coordina
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348 Table 4.18 Bimetallic alkoxides
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354 Table 4.19 Heterometallic alkox
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394 Table 5.2 Chemical shifts from
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400 Table 5.3 Scandium, yttrium, la
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402 Table 5.3 (continued) Metal Oxo
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406 Table 5.4 Titanium and zirconiu
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420 Table 5.6 Chromium sub-group me
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1 INTRODUCTION 6 Metal Aryloxides T
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Metal Aryloxides 447 or both of the
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R1 OH O R2 R3NH2 −H2O Scheme 6.3
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Cl S N N OH O Cl Me 3C NH HN OH HO
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N OH N OH Me 3C Me3C HO HO N N OH H
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Metal Aryloxides 455 2Ln C 3Hg⊲C6
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Metal Aryloxides 457 Mixed halo, ar
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product metal aryloxide 1e,1f (Eqs
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Metal Aryloxides 461 Eqs 6.39 and 6
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O Mg Mg OAr O Metal Aryloxides 463
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3.7 From Metal Hydrides Metal Arylo
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Metal Aryloxides 467 Two other impo
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Metal Aryloxides 469 Table 6.1 Meta
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Table 6.3 W-OAr distances for vario
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Metal Aryloxides 473 At first it is
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Zr−O distance (Å) V−O distance
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Metal Aryloxides 477 as expected ar
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Metal Aryloxides 479 whereas R D Me
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where OAr = O But But H3C H3C O Ta
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PPh 2 Ph P Pt OAr PPh2 where OAr =
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6 SURVEY OF METAL ARYLOXIDES 6.1 Sp
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487 Na2[V(O) 2(OAr) 2]2.4H2O.DMF 6-
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489 [Tc(O)(OAr)(di-OAr)] 8-quin 2.0
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491 [Ni3⊲OAr⊳6][ClO4].EtOH 8-qu
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493 [Pt(OAr⊳2](tcnq) sq. planar P
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495 [Al(OAr) 3].MeOH 8-quin 1.850 (
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497 [Sb(OAr) 2⊲S2COEt⊳] pentago
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499 [Tc(O)(OAr)(N-salicylideneDD-gl
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Metal Aryloxides 501 A contribution
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503 Table 6.8 Metal bi-phenolates B
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505 Table 6.9 Metal binaphtholates
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507 [TiCl2(di-OAr)]2 two tetrahedra
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Metal Aryloxides 509 co-workers hav
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511 [Li⊲ 2-OAr⊳]3 planar Li3O3
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513 Table 6.11 Sodium aryloxides Bo
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Table 6.12 Potassium aryloxides Met
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Table 6.15 Magnesium aryloxides Met
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519 Table 6.18 Barium aryloxides Bo
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521 Table 6.19 Group 3 metal and la
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523 [Me4N]La2Na2⊲ 4-OAr⊳⊲ 3-O
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525 [Nd⊲OC6H3Ph- 6-C6H5⊳⊲OC6H
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527 [⊲THF⊳Li⊲ 2-OAr⊳2Sm⊲C
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529 [Eu⊲ 2-OAr⊳4⊲OAr⊳2⊲ 3
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531 [Yb(OAr) 3⊲THF⊳2].THF squar
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Metal Aryloxides 533 carbon atoms a
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535 [Cp Ł Th(OAr)⊲CH2SiMe3⊳2]
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Metal Aryloxides 537 amido compound
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539 Table 6.21 Titanium aryloxides
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541 [Ti2⊲ 2-OAr⊳2(OAr) 2Cl4]2 e
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543 [Ti(OAr) 2⊲NMe2⊳2] tetrahed
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545 [Ti(OAr) 3Bu t ] tetrahedral Ti
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547 [⊲ArO⊳2Ti⊲ 2-ButNDCC4Et4C
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549 [Cp⊲C5H3Me-Pri-1,2)Ti(OAr)Cl]
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551 [CpTi(OAr) 2⊲HPPh⊳] OC6H3Pr
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553 [Ti⊲di-OAr⊳Cl2].THF 6-coord
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555 Table 6.22 Zirconium aryloxides
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557 [Zr(Ind-OAr) 2] 1-indenylphenox
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559 [Cp2Zr(OAr)] 18-electron Zr, tw
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Metal Aryloxides 561 The thermal st
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Metal Aryloxides 563 can only arise
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565 1.839 (2) 138 1.854 (2) 140 [(t
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567 [V(OAr) 3-N-Li(THF) 3] tetrahed
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569 [V(O)(di-OAr)] 6-coord. V, both
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571 cis,mer-[Nb(OAr) 2Cl3(THF)] dis
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573 [Nb⊲OC6H3Ph- 4-C6H7⊳⊲OAr
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575 Table 6.26 Tantalum aryloxides
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577 [(THF)(ArO) 3Ta⊲DNND⊳Ta(OAr
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579 [Ta(OAr) 2Cl2⊲CH2C6H5⊳] tbp
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581 [Ta(OAr) 2Cl⊲ 6-C6Me6⊳] OC6
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583 [Ta(OAr)⊲OC6H3Pri- 2-CMeDCH2
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585 [f(TMEDA)Na⊲ 2-OAr⊳2g2Cr] 4
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587 Table 6.28 Molybdenum aryloxide
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589 [Mo2⊲OAr⊳5⊲NMe2⊳⊲HNMe
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591 [Mo(Hdi-OAr) 2] 6-coord. Mo, on
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593 [W2⊲OAr⊳6⊲HNMe2⊳2] OC6F
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595 [W(OAr) 2⊲DNBu t ⊳2] OC6H3P
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597 [W(OC6H3Ph- 1-C6H4⊳2⊲PMePh2
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599 [W⊲OC6HPh3- 1-C6H4-c-C5H8C- O
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601 [⊲OC⊳3Mn⊲C4H4N⊳Mn⊲CO3
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603 Table 6.32 Simple aryloxides of
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607 [NEt4]3fFe6⊲ 4-S⊳4⊲OAr⊳
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609 [Ru(OAr) 2(CO)(py-CMeO-4)] cis-
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Table 6.35 Simple aryloxides of osm
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Metal Aryloxides 613 states, e.g. [
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Bu t O Bu t (6-I) Bu t Bu t O Metal
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6.2.10 Group 9 Metal Aryloxides Met
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Table 6.38 Simple aryloxides of iri
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Metal Aryloxides 621 Table 6.39 (Co
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623 [Pd(OAr)⊲C6H3fCH2NMe2g2-2,6)]
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Metal Aryloxides 625 Table 6.41 Sim
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629 [(RNC) 2Cu⊲ 2-OAr⊳2Cu(CNR)
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Metal Aryloxides 631 The two-coordi
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Table 6.45 (Continued) Metal Arylox
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Table 6.47 Simple aryloxides of mer
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637 Table 6.48 Aluminium aryloxides
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639 [⊲ArO⊳2Al⊲ -OAr⊳2Mg(THF
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641 [Al(OAr) 2⊲i-Bu⊳] trigonal
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643 [Al(OAr)Cl(Me)⊲NH2But⊳] OC6
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645 Table 6.49 Gallium aryloxides B
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647 Table 6.50 Indium aryloxides Bo
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Metal Aryloxides 649 Table 6.53 Tin
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651 Table 6.56 Bismuth aryloxides B
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REFERENCES Metal Aryloxides 653 1.
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Metal Aryloxides 655 56. Y. Nakayam
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Metal Aryloxides 657 123. T.W. Coff
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Metal Aryloxides 659 202. A. Bell,
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Metal Aryloxides 661 268. K. Ishiha
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Metal Aryloxides 663 341. B.S. Kali
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Metal Aryloxides 665 405. P.N. Rile
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Metal Aryloxides 667 483. Y. Hayash
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Metal Aryloxides 669 561. A.P. Shre
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688 Index alkoxometallate(IV) ligan
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690 Index cerium oxo-isopropoxide 3
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692 Index gas-phase photoelectron s
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694 Index lead tert-butoxide 386 Le
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696 Index metal-hydrogen bonds clea
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698 Index oxo-alkoxides 384, 385, 3
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700 Index sodium hydroxide 142 sodi
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702 Index titanium dichloride dieth
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704 Index X X-ray Absorption Near E
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2 Homometallic Alkoxides

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