Di-n-butyltin oxide as a chemical carbon dioxide capturer

Plasseraud, Laurent; Ballivet‐Tkatchenko, Danielle; Cattey, Hélène; Chambrey, Stéphane; Ligabue, Rosane Angélica; Richard, Philippe; Willem, Rudolph; Biesemans, Monique

doi:10.1016/j.jorganchem.2010.04.013

Cited by 30 publications

(24 citation statements)

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“…amorphous residue recently characterized by solid-state 13 C and 117 Sn cross-polarization/magic-angle sample-spinning (CP/MAS) NMR studies as the air-stable carbonato species 6. This observation led us to postulate the existence of two possible cyclic structures, present together in the residue, and to suggest their association in crosslinked networks [9]. In highly diluted methanol solutions at room temperature, 6 gives rise to the formation of the decakis(di-n-butyl (IV)) oxocluster, (n-Bu 2 SnO) 6 [(n-Bu 2 SnOR) 2 (CO 3 )] 2 (7), also characterized by single crystal X-ray diffraction analysis, and also isolated from carbonation recycling experiments [4c].…”

Section: Resultsmentioning

confidence: 97%

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Di-n-butyltin(IV)-catalyzed dimethyl carbonate synthesis from carbon dioxide and methanol: An in situ high pressure 119Sn{1H} NMR spectroscopic study

Laurenczy

Picquet

Plasseraud

2011

Journal of Organometallic Chemistry

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Section: Resultsmentioning

confidence: 97%

“…The diorganotin(IV) complexes 1, 4, 6, and 7 were prepared according to published methods [3e, 9,12].…”

Section: General Proceduresmentioning

confidence: 99%

Di-n-butyltin(IV)-catalyzed dimethyl carbonate synthesis from carbon dioxide and methanol: An in situ high pressure 119Sn{1H} NMR spectroscopic study

Laurenczy

Picquet

Plasseraud

2011

Journal of Organometallic Chemistry

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“…All manipulations were carried out by using standard Schlenk techniques [22], sealed vials [23] and 5 mm NMR tubes. The organic solvents were refluxed over appropriate desiccants, distilled and saturated with argon prior to use.…”

Section: Methodsmentioning

confidence: 99%

{[(PhCH₂Sn)₁₂(μ₃-O)₁₄(μ-OH)₆](F₃CSO₃)₂}: A New Dodecanuclear Organostannoxane

Plasseraud

Cattey

Richard

2011

Zeitschrift Für Naturforschung B

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The new dodecanuclear organostannoxane {[(PhCH 2 Sn) 12 (µ 3 -O) 14 (µ-OH) 6 ](F 3 CSO 3 ) 2 } (2) has been isolated as single crystals from the reaction of trifluoromethanesulfonic acid (F 3 CSO 3 H) with the decanuclear dibenzyltin(IV)-oxo cluster, [(PhCH 2 ) 2 SnO] 6 {[(PhCH 2 ) 2 SnOH] 2 (CO 3 )} 2 (1), in [D 3 ]acetonitrile, at room temperature. Compound 2 was structurally characterized by X-ray diffraction analysis, multinuclear NMR and IR spectroscopy, mass spectrometry, and thermogravimetry. The structure of 2 can be described as a football cage framework containing twelve tin atoms, exhibiting two distinct coordination geometries, penta-and hexacoordinated respectively, and linked together through µ 3 -O and µ-OH ligands. Resulting from Sn-C bond cleavage, all tin atoms are only connected to one benzyl ligand. Furthermore, two of the three oxygen atoms of each trifluoromethanesulfonate counteranions are involved in hydrogen bonding interactions with bridging µ-OH groups of two distinct Sn 12 cations leading to the propagation of a two-dimensional polymeric network.

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“…More recently, we optimized the preparation of this compound by developing a new high-yield route from di-n-butyl tin oxide, n-Bu 2 SnO, and dimethyl carbonate (DMC) in a sealed vial [20]. Applying the same ex perimental protocol, we report herein the synthesis of ((PhCH 2 ) 2 SnO) 6 [((PhCH 2 ) 2 SnOH) 2 (CO 3 )] 2 (2), from (PhCH 2 ) 2 SnO (1) used as a tin precursor.…”

Section: Introductionmentioning

confidence: 99%

“…More recently, we optimized the preparation of this compound by developing a new high-yield route from di-n-butyl tin oxide, n-Bu 2 SnO, and dimethyl carbonate (DMC) in a sealed vial [20]. Applying the same exBrought to you by | MIT Libraries Authenticated Download Date | 5/9/18 6:55 PM Fig.…”

Section: Introductionmentioning

confidence: 99%

Unprecedented Hexa- and Undecanuclear Frameworks of Two New Tin(IV) Oxo Clusters Resulting from Partial Debenzylation Reactions

Plasseraud

Cattey

Richard

2010

Zeitschrift Für Naturforschung B

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A new and facile synthetic route to the known neutral cluster ((PhCH 2 ) 2 SnO) 6 [((PhCH 2 ) 2 SnOH) 2 -(CO 3 )] 2 (2) as well as its reactivity toward trifluoromethanesulfonic acid (HO 3 SCF 3 , TfOH) are reported. The solid-state structure of the new solvate 2·6C 7 H 8 has been determined by single-crystal X-ray diffraction. The core of 2 can be described as a pair of coplanar pentanuclear [(PhCH 2 ) 2 SnO] 5 ladders bridged at their ends by two carbonate groups. Successive additions of TfOH to a suspension of 2 in CD 3 CN were monitored by 119 Sn{ 1 H} NMR spectroscopy showing the transformation of the fingerprint of 2 (δ = −244, −246, −306 ppm), via new upfield signals, to a final broad resonance located at δ = −474 ppm. Thereafter, two unprecedented ionic monobenzyltin(IV) oxo clusters, 3 and 4, resulting from a debenzylation reaction and exhibiting unusual hexa-and undecanuclear frameworks, respectively, have been isolated as single crystals. IntroductionOrganotin compounds with Sn-O bonds have a diversity of solid-state structures, from discrete mononuclear compounds to complex clusters and multidimensional networks. Pioneering work in the field of organotin-oxo clusters is attributable to Holmes and Chandrasekhar who in the 1980's discovered several unexpected polynuclear structures and published the first reviews relating to the classification of these compounds [1]. Since then, the inventory of structures has regularly been updated; it reveals a profuse structural diversity [2]. Indeed, on the basis of X-ray crystallographic studies, a great variety of shapes has already been identified for organotin-oxo derivatives which include prismane [3], butterfly [4], ladder [5], O-and Scapped cluster [6], drum [7], cube [8], double cube [9], football cage [10], crown [11], extended cage [12], and coordination polymer types [13]. Moreover, the structural interrelationship between these polynuclear arrangements has been clearly established, highlighting possible mechanisms of interconversion from one form to another [14]. In the past decade, with the growing interest in the assembly of the metal-organic frameworks 0932-0776 / 10 / 1100-1293 $ 06.00 c 2010 Verlag der Zeitschrift für Naturforschung, Tübingen · http://znaturforsch.com (MOFs), organotin-oxo moieties have also been used as building blocks for designing supramolecular architectures with remarkably large cavities [15]. From a synthetic point of view, organotin assemblies containing Sn-O bonds are generally obtained from the reaction of organotin precursors (such as organotin oxides and hydroxides) in the presence of phosphonic, phosphinic, carboxylic, and sulfonic acids at room temperature or under reflux conditions. Recently, reactions with arylarsonic acids were also explored [16]. In numerous examples, the cleavage of Sn-C bonds leads to the formation of Sn-O bonds [17].Formerly, investigating the direct synthesis of organic carbonates from carbon dioxide and alcohols promoted by organometallic tin(IV) precursors [18], and during recycling experime...

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Di-n-butyltin oxide as a chemical carbon dioxide capturer

Cited by 30 publications

References 35 publications

Di-n-butyltin(IV)-catalyzed dimethyl carbonate synthesis from carbon dioxide and methanol: An in situ high pressure 119Sn{1H} NMR spectroscopic study

Di-n-butyltin(IV)-catalyzed dimethyl carbonate synthesis from carbon dioxide and methanol: An in situ high pressure 119Sn{1H} NMR spectroscopic study

{[(PhCH₂Sn)₁₂(μ₃-O)₁₄(μ-OH)₆](F₃CSO₃)₂}: A New Dodecanuclear Organostannoxane

Unprecedented Hexa- and Undecanuclear Frameworks of Two New Tin(IV) Oxo Clusters Resulting from Partial Debenzylation Reactions

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Di-n-butyltin oxide as a chemical carbon dioxide capturer

Cited by 30 publications

References 35 publications

Di-n-butyltin(IV)-catalyzed dimethyl carbonate synthesis from carbon dioxide and methanol: An in situ high pressure 119Sn{1H} NMR spectroscopic study

Di-n-butyltin(IV)-catalyzed dimethyl carbonate synthesis from carbon dioxide and methanol: An in situ high pressure 119Sn{1H} NMR spectroscopic study

{[(PhCH2Sn)12(μ3-O)14(μ-OH)6](F3CSO3)2}: A New Dodecanuclear Organostannoxane

Unprecedented Hexa- and Undecanuclear Frameworks of Two New Tin(IV) Oxo Clusters Resulting from Partial Debenzylation Reactions

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{[(PhCH₂Sn)₁₂(μ₃-O)₁₄(μ-OH)₆](F₃CSO₃)₂}: A New Dodecanuclear Organostannoxane