A simple procedure for the covalent grafting of triphenylphosphine ligands on silica: application in the palladium catalyzed Suzuki reaction

Wang, Lei; Reis, Andreas; Seifert, Andreas; Philippi, Thomas; Ernst, Stefan; Jia, Mingjun; Thiel, Werner R.

doi:10.1039/b820449g

Cited by 34 publications

(20 citation statements)

References 37 publications

(14 reference statements)

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“…All additional absorption bands in the DRIFT spectrum of KIT-6-SH could be clearly assigned to MPTMS. The quantitative solid-state MAS 29 Si-NMR spectrum of SBA-15-SO 3 H clearly shows the presence of a T 3 branch at −67 ppm, [20,21,23,30] and proves covalent anchorage of propyl sulfonic acid chains onto the silica surface. The vibration To prove the covalent linkage of the MPTMS molecules onto the surface of the ordered mesoporous silica materials, a quantitative 29 Si-NMR spectrum of SBA-15-SO 3 H was collected ( Figure 5).…”

Section: Resultsmentioning

confidence: 92%

“…[43] The elemental analysis data support the DRIFT results regarding a successful functionalization, because the sulfur amount in the KIT-6-SO 3 H and SBA-15-SO 3 H is 4.66 and 3.36%, respectively, and could be attributed to sulfonic acid groups in the silica (complete results of the elemental analysis, see Table S1, Supporting Information). 2018, 2, 1700170 [20,21,23,30] www.advsustainsys.com The sulfur amount in the samples is equal to 1.45 mmol g −1 (KIT-6-SO 3 H) and 1.04 mmol g −1 (SBA-15-SO 3 H), while the sulfur content in postsynthetically grafted samples is only 0.39 mmol g −1 (grafted KIT-6-SO 3 H) and 0.62 mmol g −1 (grafted SBA-15-SO 3 H).…”

Section: Resultsmentioning

confidence: 99%

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A Novel and Versatile Grafting Procedure: Toward the Highest Possible Sulfonation Degree of Mesoporous Silica

Timm

Marschall

2018

Advanced Sustainable Systems

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A unique method for the postsynthetic functionalization of ordered mesoporous silica materials is described. The functionalization is done via a chemical vapor deposition‐type method and leads to the quantitative reaction of isolated surface silanol groups of mesoporous silica materials with organosilane molecules. The result is a highly sulfonated material by anchorage of 3‐mercaptopropyltrimethoxysilane molecules and subsequent oxidation of the thiol groups to sulfonic acid groups. Ordered mesoporous KIT‐6 and SBA‐15 are chosen as model systems. The sulfonated material exhibits a functionalization degree of 1.05 resp. 1.32 molecules nm−2, which is on the maximum of the theoretical achievable functionalization density resulting in high ion exchange capacities of 1.22 and 1.12 mmol g−1. The versatility and mildness of this method opens up functionalization possibilities for a wide range of other materials, which could be sulfonated or otherwise modified with silanes, and tailored for the further application in catalysis or as solid‐state proton conductors.

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Section: Resultsmentioning

confidence: 92%

Section: Resultsmentioning

confidence: 99%

A Novel and Versatile Grafting Procedure: Toward the Highest Possible Sulfonation Degree of Mesoporous Silica

Timm

Marschall

2018

Advanced Sustainable Systems

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“…Homogenous complex (6) was obtained as per the modified procedure described in the literature [34][35][36] with multistep route as shown in Scheme 1. The 1 H NMR spectrum of synthesized complex showed broad signal around 5.17 ppm which is characteristic of amide functional group along with other signal typical of complex 6 (as shown in Scheme 1).…”

Section: Resultsmentioning

confidence: 99%

“…Chlorotris(triphenylphosphine)cobalt and sodium carbomethoxycyclopentadienide (2) were prepared as per the procedure described in literature [34][35][36] Ester functional group of compound 3, was hydrolysis using ethanolic potassium hydroxide solution to give rise to the corresponding acid (4) [34]. The resultant acid was extracted in ether (3 times, 30 ml) and dried.…”

Section: Solvents and General Proceduresmentioning

confidence: 99%

Synthesis and Heterogenization of Siloxane Functionalized Cobalt Complex: Potential Catalyst for Oxidation of Alcohols

et al. 2015

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Cobalticinium complex containing siloxane moiety on ligand center was first time synthesized, characterized and heterogenized on the surface of SBA-15 molecular sieves. FT-IR and 29 Si-MAS-NMR spectrum evidence the successful grafting of the cobalt complex on the surface of SBA-15. N 2 sorption isotherm of cobalticinium complex grafted sample showed the decrease in surface area, pore volume, further confirms the presence of complex inside the channel of mesoporous SBA-15. The heterogenized complex exhibited promising activity for oxidation of alcohols with good selectivity of ketone. Further the catalytic activity remains intact after two recycles. Graphical Abstract Cobalticinium complex possessing siloxane functionality was prepared first time and heterogenized on SBA-15 surface. The resultant materials showed as promising recyclable heterogeneous catalyst for oxidation of alcohols.

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“…Among various solid supports commonly used for the preparation of heterogeneous catalysts, silica's have received more attention [1,[7][8][9][10][11][12][13][14].…”

Section: Introductionmentioning

confidence: 99%

Nanosized Mn(acac)3 Anchored on Amino Functionalized Silica for the Selective Oxidative Synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles and Aerobic Oxidation of Benzoins in Water

Sodhi

Paul

2011

Catal Lett

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Silica functionalized Mn(acac) 3 was prepared and employed for the one-pot oxidative synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles; and oxidation of benzoins to benzils under air atmosphere using water as the reaction medium. Environmentally friendly procedure, chemoselectivity and excellent yields are main advantages of this procedure. In all the cases, the catalyst was found to be highly active and selective; passes hot filtration test successfully; and could be recycled several times with a slight loss of activity.

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A simple procedure for the covalent grafting of triphenylphosphine ligands on silica: application in the palladium catalyzed Suzuki reaction

Abstract: An organic-inorganic hybrid material derived from covalently grafting a palladium complex of the type (L)(2)PdCl(2) (L = Si(OMe)(3) functionalized PPh(3)) on silica was synthesized, characterized and sucessfully applied as a catalyst for the Suzuki reaction.

Cited by 34 publications

References 37 publications

A Novel and Versatile Grafting Procedure: Toward the Highest Possible Sulfonation Degree of Mesoporous Silica

A Novel and Versatile Grafting Procedure: Toward the Highest Possible Sulfonation Degree of Mesoporous Silica

Synthesis and Heterogenization of Siloxane Functionalized Cobalt Complex: Potential Catalyst for Oxidation of Alcohols

Nanosized Mn(acac)3 Anchored on Amino Functionalized Silica for the Selective Oxidative Synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles and Aerobic Oxidation of Benzoins in Water

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