Titanate-Mediated Transesterifications with Functionalized Substrates

Seebàch, Dieter; Hungerbühler, Ernst; Naef, Reto; Schnurrenberger, P.; Weidmann, Beat; Züger, Max F.

doi:10.1055/s-1982-29718

Cited by 301 publications

(118 citation statements)

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“…[11] Use of the trimethylsilyl esters thus allows generation of the phosphonic acid in situ, which may substitute some of the OiPr groups of Ti(OiPr) 4 . The (coordinated or noncoordinated) phosphonic acid could then react with 2-propanol, possibly catalyzed by Ti(OiPr) x moieties, [12] to produce water for condensation and the observed isopropyl monoester.…”

Section: Resultsmentioning

confidence: 99%

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Influence of the Phosphonate Ligand on the Structure of Phosphonate‐Substituted Titanium Oxo Clusters

2013

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The reaction of titanium isopropoxide, Ti(OiPr)4, with bis(trimethylsilyl) phosphonates has led to structures containingTi3O units [= Ti3(μ3‐O)(μ2‐OiPr)3(OiPr)3(O3PR)3] as the basic structural motif. This unit can be capped by a single Ti(OiPr)2L group (L = neutral ligand) through phosphonate bridges (for R = xylyl), or sandwich‐like structures can be formed with two Ti3O units bonded to a central Ti atom (for R = CH2CH2CH2Cl or benzyl). For R = allyl or ethyl, dimeric clusters were formed in which two Ti4 cluster units are bridged by isopropyl phosphonate ligands. For comparison, Ti(OiPr)4 was also treated with allylphosphonic acid to yield a Ti4 cluster. The reaction of Ti(OiPr)4 with the bulky bis(trimethylsilyl) 2‐naphthylmethyphosphonate did not yield an oxo cluster but instead the phosphonate‐substituted titanium alkoxide Ti4(OiPr)8(O3PCH2naphthyl)4.

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Section: Resultsmentioning

confidence: 99%

“…The reaction of TMS-BzlPP with Ti(OiPr) 4 yielded Ti 7 O 2 (OiPr) 12 (O 3 PCH 2 C 6 H 5 ) 6 (5), which is isostructural to 4. Bond angles and distances of both compounds are very similar.…”

Section: Resultsmentioning

confidence: 99%

Influence of the Phosphonate Ligand on the Structure of Phosphonate‐Substituted Titanium Oxo Clusters

2013

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“…Indeed, the rate constant of the reaction increases with increasing of the temperature. Other works enlighten the same phenomenon and give further explanations onto titanium alkoxide activity for esterification or transesterification reactions [42,44]. To study the influence of the molecular weight of PCL carboxytelechelic on the properties of co-polyesters, the polyesterification reactions were established with the PCL oligomers of -M n = 2300 g·mol -1 and -M n = 730 g·mol -1 .…”

Section: Synthesis and Characterization Of Copolyestersmentioning

confidence: 92%

Chemical recycling of poly(ethylene terephthalate). Application to the synthesis of multiblock copolyesters

Mejjatti¹,

Harit²,

Riahi³

et al. 2014

Express Polym. Lett.

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“…Further transesterification reactions can be found in the literature, in which metal alkoxides [11][12][13][14][15][16] , aluminum isopropoxide [17][18][19] , tetraalkoxytitanium compounds [20][21][22] and organotin alkoxides 23,24 are applied as catalysts.…”

Section: General Aspects Of Transesterificationmentioning

confidence: 99%

Transesterification of vegetable oils: a review

Schuchardt¹,

Sercheli²,

Vargas³

1998

J. Braz. Chem. Soc.

982

539

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A transesterificação de óleos vegetais com metanol, bem como as principais aplicações de ésteres metílicos de ácidos graxos, são revisadas. São descritos os aspectos gerais desse processo e a aplicabilidade de diferentes tipos de catalisadores (ácidos, hidróxidos, alcóxidos e carbonatos de metais alcalinos, enzimas e bases não-iônicas, como aminas, amidinas, guanidinas e triamino(imino)fosforanos). Enfoque especial é dado às guanidinas, que podem ser facilmente heterogeneizadas em polímeros orgânicos. No entanto, as bases ancoradas lixiviam dos polímeros. Novas estratégias para a obtenção de guanidinas heterogeneizadas mais resistentes à lixiviação são propostas. Finalmente, são descritas várias aplicações para ésteres de ácidos graxos, obtidos por transesterificação de óleos vegetais.The transesterification of vegetable oils with methanol as well as the main uses of the fatty acid methyl esters are reviewed. The general aspects of this process and the applicability of different types of catalysts (acids, alkaline metal hydroxides, alkoxides and carbonates, enzymes and non-ionic bases, such as amines, amidines, guanidines and triamino(imino)phosphoranes) are described. Special attention is given to guanidines, which can be easily heterogenized on organic polymers. However, the anchored catalysts show leaching problems. New strategies to obtain non-leaching guanidine-containing catalysts are proposed. Finally, several applications of fatty acid esters, obtained by transesterification of vegetable oils, are described.

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Titanate-Mediated Transesterifications with Functionalized Substrates

Cited by 301 publications

References 0 publications

Influence of the Phosphonate Ligand on the Structure of Phosphonate‐Substituted Titanium Oxo Clusters

Influence of the Phosphonate Ligand on the Structure of Phosphonate‐Substituted Titanium Oxo Clusters

Chemical recycling of poly(ethylene terephthalate). Application to the synthesis of multiblock copolyesters

Transesterification of vegetable oils: a review

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