Page 11 - Interaction of Multiple Bonded and Unsaturated Heavier Main Group Compounds with Hydrogen, Ammonia, Olefins, and Related Molecules

Reactivity of Multiple Bonded and Main Group Compounds Power

19 Hardman, N. J.; Power, P. P.; Gorden, J. D.; Macdonald, C. L. B.; Cowley, A. H. Gallium- 35 (a) Frey, G. D.; Lavallo, B.; Donnadieu, B.; Schoeller, W. W.; Bertrand, G. Facile Splitting of
Boron donor-acceptor bonds. J. Chem. Soc., Chem. Commun. 2001, 1866–1867. Hydrogen and Ammonia by Nucleophilic Activation at a Single Carbon Center. Science
20 Cui, C.; Olmstead, M. M.; Fettinger, J. C.; Spikes, G. H.; Power, P. P. Reactions of the 2007, 316, 439. (b) Bertrand, G. Stable Singlet Carbenes as Mimics for Transition Metal
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Heavier Group 14 Element Alkyne Analogues Ar EEAr (Ar = C 6 H 3 -2,6(C 6 H 3 -2,6-Pr 2 ) 2 ; Centers. Chem. Sci. 2011,2389–2399.
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E = Ge, Sn) with Unsaturated Molecules: Probing the Character of the EE Multiple Bonds. J. 36 Simons, R. S.; Pu, L.; Olmstead, M. M.; Power, P. P. Synthesis and Characterization of the
Am. Chem. Soc. 2005, 127, 17530–17541. MonomericDiarylsM{C 6 H 3 -2,6-Mes 2 } 2 (M=Ge,Sn,orPb;Mes=2,4,6-Me 3 C 6 H 2 )and
21 Wright, R. J.; Phillips, A. D.; Allen, T. L.; Fink, W. H.; Power, P. P. Synthesis and Dimeric Aryl-Metal Chlorides [M(Cl){C 6 H 3 -2,6-Mes 2 }] 2 (M = Ge or Sn). Organometallics
Characterization of the Monomeric Imides of Ar MNAr (M = Ga or In; Ar or Ar = 1997, 16, 1920–1925.
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Terphenyl Ligands) with Two-Coordinate Gallium and Indium. J. Am. Chem. Soc. 2003, 37 (a) Peng, Y.; Ellis, B. D.; Wang, X.; Power, P. P. Diarylstannylene Activation of Hydrogen or
125, 1694–1695. Ammoniawith Arene Elimination.J. Am. Chem. Soc. 2008, 130, 12268–12269. (b) Peng,
22 Fox, A. R.; Wright, R. J.; Rivard, E.; Power, P. P. Synthesis and Structure of Tl 2 [Aryl 2 P 4 ]: A Y.;Guo,J.-D.;Ellis,B.D.; Zhu, Z.; Fettinger,J.C.; Nagase,S.; Power, P. P. Reaction of
Thallium Complexed Diarlytetraphosphabutadienide and its Two-Electron Oxidation to a Hydrogen or Ammonia with Unsaturated Germanium or Tin Molecules under Ambient
Diaryltetraphosphacyclobutane. Angew. Chem., Int. Ed. 2005, 44, 7884–7887. Conditions: Oxidative Addition versus Arene Elimination. J. Am. Chem. Soc. 2009, 131,
16272–16282.
23 Zhu,Z.;Wright,R.J.;Brown,Z.D.;Fox,A.R.;Phillips,A.D.;Richards,A.F.;Olmstead,M.M.;
Power, P. P. Chalcogenide/Chalcogenolate Structural Isomers of Organo Group 13 Element 38 Zhu, Z.; Wang, X.; Peng, Y.; Lei, H.; Fettinger, J. C.; Rivard, E.; Power, P. P. Addition of
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Derivatives: Reactions of the Dimetallenes Ar MMAr (Ar =C 6 H 3 -2,6(C 6 H 3 -2,6-Pr 2 ) 2 :M= Hydrogen or Ammonia to a Low Valent Group 13 Metal Species at 25°C and 1 atm. Angew.
III
Ga or In) with N 2 OorS 8 to give (Ar M E) 2 (E = O or S) and the Synthesis and Characterization Chem., Int. Ed. 2009, 48,2031–2033.
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I
of [Ar EM] 2 (M = InorTl; E=O, S). Organometallics 2009, 28, 2512–2519. 39 Peng, Y.; Ellis, B. D.; Wang, X.; Fettinger, J. C.; Power, P. P. Reversible σ-Complexation of
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Ethylene by Main Group Molecules under Ambient Conditions. Science 2009, 325, 1668–
24 Stender, M.;Phillips,A.D.; Power, P. P. Formationof[Ar*Ge{CH 2 C(Me)C(Me)CH 2 }-
CH 2 C(Me)=] 2 (Ar* = C 6 H 3 -2,6-Trip 2 ;Trip = C 6 H 2 -2,4,6-i-Pr 3 ) via reaction of Ar*GeGeAr* 1670.
with 2,3-dimethyl-1,3-butadiene: evidence for the existence of a germanium analogue of an 40 (a) Summerscales, O. T.; Wang, X.; Power, P. P. Cleavage of the Sn-Sn Multiple Bond in a
alkyne. J. Chem. Soc., Chem. Commun. 2002, 1312–1313. Distannyne by Cyclooctatetraene: Formation of the π-Bound Inverse Sandwich Complex
2
2
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3
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25 Kinjo, R.; Ichinohe, M.; Sekiguchi, A.; Takagi, N.; Sumitomo, M.; Nagase, S. Reactivity of a (Ar Sn) 2 (μ -η :η -COT) (Ar =C 6 H 3 -2,6-(C 6 H 3 -2,6-Pr 2 ) 2 ). Angew. Chem., Int. Ed. 2010,
i
Disilyne RSitSiR (R = SiPr{CH(SiMe 3 ) 2 } 2 toward π-Bonds: Stereospecific Addition and a 4788–4790. (b) Summerscales, O. T.; Power, P. P. Unusual Electrocyclic Rearrangements
New route to an Isolable 1,2-Disilabenzene. J. Am. Chem. Soc. 2007, 129, 7766–7767. with Group 14 ElementCompounds: Formation and Isomerization ofa π-Aromatic Digermyl
26 Spikes, G. H.; Fettinger, J. C.; Power, P. P. Facile Activation of Dihydrogen by an Unsaturated Complex with Carbon-Carbon and Germanium-Germanium Multiple Bond Cleavage. J. Am.
Chem. Soc. 2011, 133, 180–182.
Heavier Main Group Compound. J. Am. Chem. Soc. 2005, 127, 12232–12233.
41 Hardman,N.J.;Wright, R. J.; Phillips, A. D.; Power, P. P.Structures,Bonding, andReaction
27 Himmel, M.-J.; Schn€ ockel, H. Heats of Hydrogenation of Compounds Featuring Main Group Chemistry of the Neutral Organogallium(I) Compounds (GaAr) n (n = 1 or 2) (Ar = Terphenyl
Elements and with the Potential for Multiple Bonding. Chem.;Eur. J. 2002, 8, 2397– or Related Ligand): An Experimental Investigation of GaGa Multiple Bonding. J. Am.
2405.
Chem. Soc. 2003, 125, 2667–2679.
28 Brynda, M.; Power, P. P. Unpublished work.
42 Zhu, Z.; Wang, X.; Olmstead, M. M.; Power, P. P. Synthesis and Characterization of
29 Richards, A. F.; Phillips, A. D.; Olmstead, M. M.; Power, P. P. Isomeric Forms of Divalent [Ar GaC(Ph)CH] 2 (Ar =C 6 H 3 -2,6-(C 6 H 3 -2,6-Pr 2 ) 2 )and K 2 [Ar GaC(Ph)CH] 2 3 OEt 2 :from
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Heavier Group 14 Element Hydrides: Characterization of Ar (H)GeGe(H)Ar and Ar H 2 Ge- DigallacyclohexadienetoDigallatabenzene.Angew.Chem.,Int.Ed.2009,48,2027–2030.
0
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GeAr PMe 3 (Ar =C 6 H 3 -2,6-Dipp 2 ; Dipp = C 6 H 3 -2,6-Pr 2 ). J. Am. Chem. Soc. 2003,
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3
125, 3204–3205. 43 (a) Spikes, G. H.; Power, P. P. Lewis Base Induced Tuning of the Ge-Ge Bond Order in a
“Digermyne”. Chem. Commun. 2007,85–87. (b) Peng, Y.; Wang, X.; Fettinger, J. C.;
30 Peng, Y.; Guo, J. D.;Power,P.P.; Nagase,S.Unpublishedwork. Power, P. P. Reversible Complexation of Isocyanides by the Distannyne Ar SnSnAr (Ar =
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31 Peng, Y.; Brynda, M.; Ellis, B. D.; Fettinger, J. C.; Rivard, E.; Power, P. P. Addition of H 2 to C 6 H 3 -2, 6 (C 6 H 3 -2, 6-Pr 2 ) 2 ). Chem. Commun. 2010, 943–945.
distannynes under ambient conditions. Chem. Commun. 2008, 6042–6044.
44 Takeuchi, K.; Ichinohe, M.; Sekiguchi, A. Reactivity of the Disilyne RSitSiR (R =
i
32 Rivard,E.; Fischer, R. C.;Wolf, R.;Peng, Y.;Merrill,W.A.; Schley,N.D.; Zhu, Z.;Pu, L.; SiPr{CH(SiMes) 2 } 2 ) toward Silylcyanide: Two Pathways to Form the Bis-Adduct
Fettinger, J. C.; Teat, S. J.; Nowik, I.; Herber, R. H.; Takagi, N.; Nagase, S.; Power, P. P. [RSiSi(CNSiMe 3 ) 2 ] with Some Silaketrimine Character and a 1,4-diaza-3,3-disilabenzene
Influence of Steric and Electronic Factors on the Stability of Isomers of Divalent Tin(II) Hydrides: Analogue. J. Am. Chem. Soc. 2008, 130, 16848–16849.
Experimental and Theoretical Studies. J. Am. Chem. Soc. 2007, 129, 16197–16208.
45 Schn€ ockel and co-workers have shown that AlCl generated at low temperature reacts with
33 Eichler, B. E.; Power, P. P. Characterization of the Sterically Encumbered Terphenyl- olefins and alkynes to form interesting cyclic and cage products. See: (a) Schn€ ockel, H.;
Substituted Species, an Unsymmetric, Group 14 Element, Methylmethylene, Valence Leimkuhler, M.; Lotz, R.; Mattes, R. Dimeric 1,4-Dichloro-2,3,5,6-tetramethyl-1,4-
Isomer of an Alkene, Its Related Lithium Derivative 2,6-Trip 2 H 3 C 6 (Me) 2 Sn-Sn(Li)(Me)C 6 H 3 - dialumina-2,5-cyclohexadiene, a Compound with Aluminum-Olefin π-Bonds. Angew.
2,6-Trip 2 , and the Monomer Sn(t-Bu)C 6 H 3 -2,6-Trip 2 (Trip = C 6 H 2 -2,4,6-i-Pr 3 ). Inorg. Chem., Int. Ed. 1986, 25,921–922. (b) Dohmeier, C.; Mattes, R.; Schn€ ockel, H. Synthesis
Chem. 2000, 39, 5444–5449. and Molecular Structure of the Cyclic Hexamer of 2,3-dimethylbutene Aluminium
€
34 (a) Welch, G. C.; San Juan, R. R.; Masuda, J. D.; Stephan, D. W. Reversible Metal-free Monochloride. Chem. Commun. 1990,358–359. (c) Uffing, C.; Ecker, A.; K€ oppe, R.;
Hydrogen Activation. Science 2006, 314, 1124–1128. (b) Stephan, D. W. Activation of Merzweiler, K.; Schn€ ockel, H. Two Isomers with an Al 4 C 8 Framework. Chem.;Eur. J.
Dihydrogen by Non-Metal Systems. Chem. Commun. 2010, 46,8526–8533. 1998, 4, 2142–2147.
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