Some reactions of tin (II) chloride in nonaqueous solution

Morrison, James S.; Haendler, Helmut M.

doi:10.1016/0022-1902(67)80042-3

Cited by 93 publications

(28 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Its IR-spectrum displayed the corresponding signals, in addition signals at ñ = 1098 and 1045 cm À1 could be assigned to those for a Sn-O-CH 2 -R species. [16] To provide further proof for the reaction of compounds 3 or 4 with the alcohol, we reacted both 3 and 4 with LiA C H T U N G T R E N N U N G (OC 2 H 5 ) to form the corresponding NHC-Sn-alcoholate species. Our attempts to isolate [Sn(1,3-dimesitylimidazolin-2-ylidene)- 3 ) and the free carbene IMesH 2 .…”

Section: Resultsmentioning

confidence: 99%

CO₂ and Sn^II Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

Bantu

Pawar

Decker

et al. 2009

Chemistry A European J

123

107

View full text Add to dashboard Cite

Catalytic rivals: Both CO(2)-protected tetrahydropyrimidin-2-ylidene-based N-heterocyclic carbenes (NHCs) and Sn(II)-1,3-dimesitylimidazol-2-ylidene, as well as Sn(II)-1,3-dimesitylimidazolin-2-ylidene complexes (example displayed), have been identified as truly latent catalysts for polyurethane (PUR) synthesis rivaling all existing systems both in activity and latency.A series of CO(2)-protected pyrimidin-2-ylidenes as well as 1,3-dimesitylimidazol-2-ylidene and dimesitylimidazolin-2-ylidene complexes of Sn(II) have been prepared. Selected single-crystal X-ray structures are reported. The new compounds were investigated for their catalytic behavior in polyurethane (PUR) synthesis. All compounds investigated showed excellent catalytic activity, rivaling the industrially most relevant catalyst dibutyltin dilaurate. Even more important, all compounds displayed pronounced latent behavior, in selected cases rivaling and exceeding the industrially relevant latent catalyst phenylmercury neodecanoate both in terms of latency and catalytic activity. This allows for creating one-component PUR systems with improved pot lifetimes. Pseudo-second-order kinetics were found for both CO(2)-protected tetrahyropyrimidin-2-ylidenes and for [SnCl(2)(1,3-dimesityldihydroimidazol-2-ylidene)], indicating a fast pre-catalyst decomposition prior to polyurethane formation. 1,3-Di(2-propyl)tetrahydropyrimidin-2-ylidene was additionally found to be active in the cyclotrimerization of various isocyanates, offering access to a broad variability in polymer structure, that is, creating both urethane and isocyanurate moieties within the same polymer.

show abstract

Section: Resultsmentioning

confidence: 99%

CO₂ and Sn^II Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

Bantu

Pawar

Decker

et al. 2009

Chemistry A European J

123

107

View full text Add to dashboard Cite

show abstract

“…Thus, all reactions were routinely carried out using standard Schlenk technique. The solvents and liquid starting materials used were dried as follows: THF, diethyl ether, and triethylamine: distillation from sodium-benzophenone; toluene and pentane: distillation from Brought to you by | provisional account Unauthenticated Download Date | 6/3/15 5:52 PM sodium; and chloroform (CDCl 3 and amylene stabilized CHCl 3 ) and deuterated dimethyl sulfoxide: molecular sieves 3 Å. SnCl 2 (dioxane) was prepared according to a previously reported procedure (Morrison and Haendler, 1967), and all other chemicals were commercially available and used as received.…”

Section: Experimental General Considerations and Analysesmentioning

confidence: 99%

Molecular structures of pyridinethiolato complexes of Sn(II), Sn(IV), Ge(IV), and Si(IV)

Wächtler

Gericke

Kutter

et al. 2013

Main Group Metal Chemistry

View full text Add to dashboard Cite

Complexes of Sn(II), Sn(IV), Ge(IV), and Si(IV) with the ambidentate pyridine-2-thiolato ligand (PyS -) were synthesized and characterized by multinuclear NMR spectroscopy and single-crystal X-ray diffractometry. Comparison of the structures of E(PyS) 2 Cl 2 (E = Sn, Ge, Si) and E(PyS) 4 (E = Sn, Si) allows for insights into the group 14 coordination chemistry of this ambidentate chelator in dependence of the thiophilicity of the central atom of the corresponding complex. Furthermore, the crystal structure of Sn(PyS) 2 reveals two different coordination modes of its constituents, i.e., the crystal packing features cyclic dimers and polymeric chains of Sn(PyS) 2 . This compound was shown to undergo oxidative addition of 2,2′-dipyridyldisulfide and sulfur with the formation of Sn(PyS) 4 and (PyS) 2 Sn(μ-S) 2 Sn(PyS) 2 , respectively.

show abstract

“…At 408C a colorless clear solution of SnCl 2 ·dioxane [36] (0.46 g, 1.65 mmol) in dioxane (20 mL) was added to a colorless clear solution of Si(mt) 4 (0.80 g, 1.7 mmol) in dioxane (40 mL), whereupon the color changed to light greenish-yellow. Upon storage at room temperature some cloudy precipitate formed, which was removed by filtration after one day.…”

Section: Synthesis Of 1·3a C H T U N G T R E N N U N G (Dioxane)mentioning

confidence: 99%

Ylenes in the M^II→Si^IV (M=Si, Ge, Sn) Coordination Mode

Wagler

Brendler

Langer

et al. 2010

Chemistry A European J

View full text Add to dashboard Cite

The reaction of the methimazolyl (mt, i.e., 2-mercapto-1-methylimidazolide) substituted silane Si(mt)(4) with SnCl(2) and GeCl(2) in dioxane affords the paddlewheel-shaped complexes [ClSi(μ-mt)(4)MCl] (M=Sn (1) and Ge (2), respectively). These compounds represent the first crystallographically characterized hexacoordinate silicon complexes comprising a Sn or Ge atom in the Si coordination sphere. An attempt to synthesize the related silicon compound 3 [ClSi(μ-mt)(4)SiCl] instead afforded the trisilane [ClSi(μ-mt)(4)Si-SiCl(3)] (3a), which provides the first crystallographic evidence for the feasibility of oligosilanes with adjacent hexacoordinate Si atoms. One of the hexacoordinate Si atoms of 3a features the unprecedented (Si(2)S(4))Si skeleton. Natural bonding orbital (NBO) analyses of compounds 1, 2, 3a (and the target compound 3) revealed characteristics of M(II)→Si(IV) (for 2 and 3) or M(I)→Si(IV) (for 3a) dative bonding in the systems with M=Si and Ge, whereas compound 1 exhibits a covalent Sn(III)-Si(III) bond.

show abstract

Some reactions of tin (II) chloride in nonaqueous solution

Cited by 93 publications

References 25 publications

CO₂ and Sn^II Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

CO₂ and Sn^II Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

Molecular structures of pyridinethiolato complexes of Sn(II), Sn(IV), Ge(IV), and Si(IV)

Ylenes in the M^II→Si^IV (M=Si, Ge, Sn) Coordination Mode

Contact Info

Product

Resources

About

Some reactions of tin (II) chloride in nonaqueous solution

Cited by 93 publications

References 25 publications

CO2 and SnII Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

CO2 and SnII Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

Molecular structures of pyridinethiolato complexes of Sn(II), Sn(IV), Ge(IV), and Si(IV)

Ylenes in the MII→SiIV (M=Si, Ge, Sn) Coordination Mode

Contact Info

Product

Resources

About

CO₂ and Sn^II Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

CO₂ and Sn^II Adducts of N‐Heterocyclic Carbenes as Delayed‐Action Catalysts for Polyurethane Synthesis

Ylenes in the M^II→Si^IV (M=Si, Ge, Sn) Coordination Mode