Reactions of ruthenium cyclopropenyl complexes with trimethylsilyl azide

Chang, Ku-Hsien; Lin, Ying‐Chih; Liu, Yihong; Wang, Yu

doi:10.1039/b104635g

Cited by 27 publications

(14 citation statements)

References 16 publications

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“…89 Several examples of alkylation of complex tetrazolates used for the synthesis of N-substituted tetrazoles has been described. 69,121 However, the selectivity of these reactions has not been discussed. The alkylation of 5-substituted 2-(tributylstannyl)tetrazoles has been studied in more detail.…”

Section: Physicochemical Properties and Chemical Transformationsmentioning

confidence: 98%

“…Upon the reaction with an equimolar amount of acids under mild conditions, N(2)-coordinated ruthenium(II) 100 121 and iron(II) 73 89,90,110 complexes are protonated at the N(4) atom of the heterocycle. Under more drastic conditions, this type of compounds are destroyed to give tetrazoles 6, which is used for the synthesis of the latter.…”

Section: Physicochemical Properties and Chemical Transformationsmentioning

confidence: 99%

“…122 Coordination by the N(2) atom of the tetrazole ring has been proposed for compounds 101 and 102 on the basis of X-ray diffraction data. 121 Reactions of metal azide complexes are often used for the synthesis of MT. In recent years, the addition of organic derivatives of stannyl azides to nitriles, resulting in tetrazoles with an organotin substituent at N(2), has been studied in detail.…”

Section: Synthesis Of Metal Derivatives Of Tetrazoles By Heterocyclismentioning

confidence: 99%

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Metal derivatives of tetrazoles

Гапоник¹,

2006

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Published data on the synthesis, structure, properties Published data on the synthesis, structure, properties and applications of metal derivatives of tetrazoles are generalised and applications of metal derivatives of tetrazoles are generalised and described systematically. Compounds based on the anionic and described systematically. Compounds based on the anionic and neutral tetrazole forms, and neutral tetrazole forms, C C-and -and N N-mono-and -mono-and C C, ,N N-disubsti--disubstituted tetrazoles are considered. The bibliography includes 464 tuted tetrazoles are considered. The bibliography includes 464 references references. . ReceivedDepending on the reaction conditions, meta-and para-5,5 Hphenyleneditetrazoles 25 react with Cd, Zn and Mn(II) salts to give essentially different, as regards both composition and structure, complexes 26, 27, 44 28, 45 29. 46 The structures of compounds 26 ± 29 were determined by X-ray diffraction. Compounds 26 ± 28 in which the doubly charged anions derived from tetrazole 25 function as bridges are two-and three-dimensional coordination polymers. Conversely, compound 29 is a mononuclear aqua complex containing no metal ± tetrazole coordination bond. In the structure of complex 28, one-dimensional channels were found which occupy up to 35% of the void volume and encapsulate tetrameric cyclic water clusters and DMF molecules. On heating to 150 8C, water and DMF are removed from the channels, which accounts for the interest of researchers in this type of compound for the preparation of inclusion compounds and sorbents. A coordination polymer with a composition similar to complex K + 7

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Section: Physicochemical Properties and Chemical Transformationsmentioning

confidence: 98%

Section: Physicochemical Properties and Chemical Transformationsmentioning

confidence: 99%

Section: Synthesis Of Metal Derivatives Of Tetrazoles By Heterocyclismentioning

confidence: 99%

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Metal derivatives of tetrazoles

Гапоник¹,

2006

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“…In the Cp system, similar products can be obtained via the reaction of cyclopropenyl complex containing a phenyl group at Cγ, but the N -coordinated ruthenium complex product containing N 3 − counter anion is unstable. An exchange of the N 3 − with PF 6 − stabilized the N -coordinated complex [ 36 , 37 ]. Ruthenium vinylidene complexes containing Cp and PPh 3 ligands have been reported.…”

Section: Resultsmentioning

confidence: 99%

“…The synthesis and chemical reactivity of several neutral rutheniumcyclopropenyl complexes in which the metal bonds to one sp 2 carbon atom of the three-membered cyclopropenyl ring in the Cp system have been reported [ 37 , 56 , 57 , 58 ]. These cyclopropenylruthenium complexes can be prepared via deprotonation reaction of their vinylidene precursor.…”

Section: Resultsmentioning

confidence: 99%

Reactivity of Ruthenium Vinylidene Complexes Containing Indenyl/dppe Ligands and Unsaturated Bonds at Cd with Trimethylsilyl Azide

Sung

Her

et al. 2012

Molecules

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This study presents a new reaction of cationic vinylidene complexes with Me3SiN3 (TMSN3), which yields N-coordinated nitrile complexes 3. Treatment of a ruthenium acetylide precursor containing indenyl and dppe ligands with a series of organic halides produced the corresponding vinylidene complexes 2 in good yield. Further reaction of 2 with TMSN3 at room temperature produced N-coordinated ruthenium nitrile complexes 3. Unlike the reaction of cyclopropenylruthenium complexes with TMSN3, which yielded different products depending on the substituent at Cγ, the vinylidene complexes containing unsaturated bonds at Cδ yielded similar N-coordinated nitrile complexes. This transformation did not seemingly occur in the reaction of ruthenium vinylidene complexes containing Cp and PPh3 ligands with TMSN3. Deprotonation of these vinylidene complexes yielded cyclopropenyl or thermodynamic furylruthenium complexes, depending on the substitute at Cγ. Subsequent reactions of the cyclopropenyl or furylruthenium complexes with TMSN3 afforded different products.

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Reactions of Furylruthenium Complexes with Oxygen and Trimethylsilyl Azide

2006

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The reaction of the (α-alkoxyfuryl)ruthenium complexes 4 with oxygen opens the five-membered furyl ring to give the addition product [Ru]O 2 CCR=CHCO 2 CH 3 , (5, [Ru] = Cp(PPh 3 ) 2 Ru). Further reactions of 5 with CH 3 I and with organic acid gave CH 3 O 2 CCR=CHCO 2 CH 3 , (6), and HO 2 CCR=CHCO 2 CH 3 , (7), respectively. The reaction of 4 with TMSN 3 [TMS = (CH 3 ) 3 Si] gives the ruthenium azide [Ru]-N 3 and α-alkoxyfuran, which is readily hydrolyzed to lactone in acidic medium. Treatment of the cyclopropenylru-

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Reactions of ruthenium cyclopropenyl complexes with trimethylsilyl azide

Cited by 27 publications

References 16 publications

Metal derivatives of tetrazoles

Metal derivatives of tetrazoles

Reactivity of Ruthenium Vinylidene Complexes Containing Indenyl/dppe Ligands and Unsaturated Bonds at Cd with Trimethylsilyl Azide

Reactions of Furylruthenium Complexes with Oxygen and Trimethylsilyl Azide

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