Synthese von Mesitylstibanen / Synthesis of Mesitylstibanes

Ateş, M.; Breunig, H. J.; Soltani-Neshan, A.; Tegeler, Merle Katrin

doi:10.1515/znb-1986-0305

Cited by 38 publications

(16 citation statements)

References 3 publications

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“…Thermal decomposition of 6 proceeded smoothly in C 6 D 6 to give 4 and the reported distibene (dmp)SbSb(dmp) [ 7 ; Eq. (6)] 6b. Furthermore, 4 catalyzed the dehydrocoupling of dmpSbH 2 in C 6 D 6 solution to form H 2 and 7 in >95 % yield, as determined by 1 H NMR spectroscopy.…”

Section: Methodsmentioning

confidence: 88%

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Catalytic Antimony–Antimony Bond Formation through Stibinidene Elimination from Zirconocene and Hafnocene Complexes

Waterman

Tilley

2006

Angew Chem Int Ed

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Metal-catalyzed dehydrocoupling reactions have emerged as an important synthetic method for the generation of elementelement bonds and the production of new types of inorganic oligomers and polymers.[1] Current information indicates that these coupling reactions occur by a number of different mechanisms. For silane couplings catalyzed by d 0 -metal complexes, s-bond metathesis reactions appear to be important.[2] However, related catalysts mediate similar SnÀSn bond formations and dehydropolymerizations by a mechanism that involves a-hydrogen migration and stannylene elimination, followed by rapid insertion of stannylene units into SnÀH or MÀSn bonds (Scheme 1).[3] The latter mechanism represents an unusual pathway in transition-metal chemistry and is of interest in determining how generally useful this process might be. This elimination mechanism is expected to be most favored for the heavier main-group elements, which readily form stable low-valent species. These elements should also possess weak element-hydrogen bonds which could additionally promote a-hydrogen migration. To explore the possible utility of this unusual reaction type, we investigated the dehydrocoupling of stibines. Herein, we provide two examples of metal-catalyzed SbÀSb bond formation and evidence that these reactions occur through ahydrogen migration with stibinidene (DSbR) elimination from d 0 -metal-SbHR derivatives. For Group 15 elements, catalytic dehydrocouplings have been reported for primary phosphines [4] and Lewis acid/phosphine adducts.

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Section: Methodsmentioning

confidence: 88%

“…Zirconocene complexes [Cp 2 Zr(H)Cl] and [Cp 2 ZrMe 2 ] (Cp=cyclopentadienyl) react with 20 equivalents of stibine 1 in C 6 D 6 to liberate H 2 and produce the known tetrastibene Sb 4 Mes 4 ( 3 ) in high yield [>95 %; Eq. (2)] 6b. It is noteworthy that these reactions occur in the dark, but ambient lighting accelerates the dehydrocoupling.…”

Section: Methodsmentioning

confidence: 99%

Catalytic Antimony–Antimony Bond Formation through Stibinidene Elimination from Zirconocene and Hafnocene Complexes

Waterman

Tilley

2006

Angew Chem Int Ed

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“…We started our investigations with the reaction of Lewis ‐acidic antimony compounds and selected NHCs. Reaction of SbCl 3 (in Et 2 O), SbCl 2 Ph [15] (in toluene) and SbCl 2 Mes [15–16] (in Et 2 O) with the corresponding NHC (Me 2 Im Me ( a ), i Pr 2 Im Me ( b ), Dipp 2 Im ( c ), Mes 2 Im ( d ) and cAAC Me ( e )) led to formation of NHC ⋅ SbCl 3 ( 4 a – e ), NHC ⋅ SbCl 2 Ph ( 5 a – e ) and NHC ⋅ SbCl 2 Mes ( 6 a – d ) in high yields (64–93 %; Scheme 1).…”

Section: Resultsmentioning

confidence: 99%

N‐Heterocyclic Carbene and Cyclic (Alkyl)(amino)carbene Adducts of Antimony(III)

et al. 2021

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A systematic study on Lewis‐acid/base adducts of N‐heterocyclic carbenes (NHCs) and the cyclic (alkyl)(amino)carbene cAACMe (1‐(2,6‐di‐iso‐propylphenyl)‐3,3,5,5‐tetramethyl‐pyrrolidin‐2‐ylidene) with antimony(III) chlorides of the general formula SbCl2R (R=Cl, Ph, Mes) is presented. The reaction of the NHCs Me2ImMe (1,3,4,5‐tetra‐methyl‐imidazolin‐2‐ylidene), iPr2ImMe (1,3‐di‐isopropyl‐4,5‐dimethyl‐imidazolin‐2‐ylidene), Mes2Im, Dipp2Im (R2Im=1,3‐di‐organyl‐imidazolin‐2‐ylidene; Mes=2,4,6‐trimethylphenyl, Dipp=2,6‐di‐isopropylphenyl) and cAACMe with antimony(III) compounds SbCl2R (R=Cl (1), Ph (2) and Mes (3)) yields the adducts NHC ⋅ SbCl2R (R=Cl (4), Ph (5) and Mes (6); NHC=Me2ImMe (a), iPr2ImMe (b), Dipp2Im (c) and Mes2Im (d)) and cAACMe ⋅ SbCl2R (R=Cl (4 e) and Ph (5 e)). Thermal treatment of (Dipp2Im) ⋅ SbCl2Ar (Ar=Ph (5 c) and Mes (6 c)) in benzene leads to isomerization to the backbone coordinated aNHC‐adduct aDipp2Im ⋅ SbCl2Ar (Ar=Mes (7) and Ph (8)) (“a” denotes “abnormal” coordination mode of the NHC) in high yields. One of the chloride substituents at antimony of 7 can be abstracted by GaCl3 or Ag[BF4] to obtain the imidazolium salts [aDipp2Im ⋅ SbClMes][BF4] (9) and [aDipp2Im ⋅ SbClMes][GaCl4] (10).

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“…n MX,, (η = 1 or 2; Μ = As, Sb or Bi) are well known [1], They can be prepared in several ways and each method of preparation is rather specific to the metal. 4, 5) [33][34][35][36], Alkylation or arylation of MX 3 with Grignard reagent or organolithium is seldom used to prepare organometal(lll) halides, R 3 . Thermal decomposition ofR 3 SbX 2 and R 2 SbX 3 is commonly employed for the preparation of organohalostibines.…”

Section: Ch 2 Brmentioning

confidence: 99%

The Chemistry of Organo-Arsenic, Antimony and Bismuth Compounds: An Overview

Garje¹,

Jain²

1999

Main Group Metal Chemistry

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The chemistry of organo-arsenic, -antimony and -bismuth compounds has been reviewed. General features of group 15 elements and the stereochemistries adopted by these elements are discussed briefly. This review covers the chemistry of tri-and pentavalent organometallic compounds of arsenic, antimony and bismuth as well as metal-metal and multiply bonded, heterocyclic and coordination compounds. Pharmaceuticals and environmental aspects of these compounds have also been discussed. Emerging trends in the field have been brought out in the end.

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Synthese von Mesitylstibanen / Synthesis of Mesitylstibanes

Abstract: Trimesitylstibane (1) reacts with SbCl3 or SbBr3 to form the halostibanes Mes2SbCl (2), MesSbCl3 (3), Mes2SbBr (4). or MesSbBr2 (5) [Mes = 2,4,6-(CH3)3C6H2]. Action of MesMgCl on an excess of SbCl3 or SbBr3 at low temperatures gives Mes3 Show more

Cited by 38 publications

References 3 publications

Catalytic Antimony–Antimony Bond Formation through Stibinidene Elimination from Zirconocene and Hafnocene Complexes

Catalytic Antimony–Antimony Bond Formation through Stibinidene Elimination from Zirconocene and Hafnocene Complexes

N‐Heterocyclic Carbene and Cyclic (Alkyl)(amino)carbene Adducts of Antimony(III)

The Chemistry of Organo-Arsenic, Antimony and Bismuth Compounds: An Overview

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