Functionalized PCN-6 metal-organic frameworks

Mühlbauer, Erika; Klinkebiel, Arne; Beyer, Ole; Auras, Florian; Wuttke, Stefan; Lüning, Ulrich; Bein, Thomas

doi:10.1016/j.micromeso.2015.06.007

Cited by 16 publications

(8 citation statements)

References 26 publications

(20 reference statements)

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“…Five of the new linkers carry an additional functional group in one of the arms (NO 2 or OMe). The extended linkers 6 , 7 , or 11 must now be employed in MOF syntheses, in the hope that the stiff structure of the linkers allows the formation of isoreticular structures, as already observed for tridentate triazine–based linkers [14]. The influence of the additional substituent, nitro or methoxy, on MOF formation and on MOF properties has to be studied.…”

Section: Discussionmentioning

confidence: 99%

“…In contrast to the linkers used in NU-109 and NU-110, we have chosen a 1,3,5-triazine as the central aromatic ring because triaryltriazines are more planar than triarylbenzenes [12,13]. A variety of related tridentate and monofunctionalized triazine linkers 1 and 2 have been synthesized (see Figure 1) [14]. Some of them have already been used in the syntheses of MOFs, yielding PCN-6 analogues that contain additional functionalities such as NO 2 and NH 2 [13,14,15,16].…”

Section: Introductionmentioning

confidence: 99%

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Substituted 1,3,5-Triazine Hexacarboxylates as Potential Linkers for MOFs

2019

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Hexacarboxylates are promising linkers for MOFs such as NU-109 or NU-110, which possess large values for surfaces and pore volumina. Starting from 2,4,6-tris(bromoaryl)-1,3,5-triazines, palladium-catalyzed cross coupling reactions (Suzuki-Miyaura, Sonogashira-Hagihara) form elongated hexacarboxylate linkers. Eight new 2,4,6-tris(biphenyl) and 2,4,6-tris(phenylethynylphenyl) 1,3,5-triazines have been prepared in quantities ranging from 40 mg to 1.1 g. In five cases, one of the arms of the linker carries an additional functionality (NO2 or OMe).

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Section: Discussionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Substituted 1,3,5-Triazine Hexacarboxylates as Potential Linkers for MOFs

2019

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“…N,N-Dimethylformamide (DMF) was purchased from Acros Organics, 5,10,15,20-tetrakis(4-carboxyphenyl)porphyrin (TCPP) from Frontier Scientific, and acetone from Fisher Scientific. Azobenzenedicarboxylic acid (ABDC), [19] 4,4',4''-(1,3,5-triazine-2,4,6triyl)tribenzoic acid (TATB), [20,21] and 4,4',4''-(2,4,6-trimethylbenzene-1,3,5-triyl)tribenzoic acid (TMTB), [22,23] were synthesised in the lab. Room temperature studies refers to temperature range from 15-25 8C.…”

Section: Methodsmentioning

confidence: 99%

A Bifunctional MOF Catalyst Containing Metal–Phosphine and Lewis Acidic Active Sites

Prasad

Dawson

Cox

et al. 2018

Chemistry A European J

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Post-synthetic modification of the hafnium metal-organic framework MOF-808(Hf) to include triarylphosphine ligands is reported. Sulfonated phenylphosphines are incorporated without oxidation to give a "MOF ligand" that can complex late transition metals such as Ir and Rh to give a bifunctional catalyst containing both metal-phosphine complexes and the Lewis acidic framework hafnium metal sites. The metallated phosphine-bearing MOFs act as fully heterogeneous bifunctional catalysts for tandem reductive amination and hydroaminomethylation reactions.

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“…Structures which are isoreticular to PCN-6 could be synthesized with nitro and amino-substituted TATBs 1b–d [10] (Fig. 2).…”

Section: Introductionmentioning

confidence: 99%

“…Mono-substituted TATB linkers 1b–d were successfully employed in the isoreticular syntheses of PCN-6 MOFs [10]. …”

Section: Introductionmentioning

confidence: 99%

Elongated and substituted triazine-based tricarboxylic acid linkers for MOFs

Klinkebiel¹,

Beyer²,

Malawko³

et al. 2016

Beilstein J. Org. Chem.

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New triazine-based tricarboxylic acid linkers were prepared as elongated relatives of triazinetribenzoic acid (TATB). Additionally, functional groups (NO2, NH2, OMe, OH) were introduced for potential post-synthetic modification (PSM) of MOFs. Functionalized tris(4-bromoaryl)triazine “cores” (3a,3b) were obtained by unsymmetric trimerization mixing one equivalent of an acid chloride (OMe or NO2 substituted) with two equivalents of an unsubstituted nitrile. Triple Suzuki coupling of the cores 3 with suitable phenyl- and biphenylboronic acid derivatives provided elongated tricarboxylic acid linkers as carboxylic acids 17 and 20 or their esters 16 and 19. Reduction of the nitro group and cleavage of the methoxy group gave the respective amino and hydroxy-substituted triazine linkers.

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Functionalized PCN-6 metal-organic frameworks

Cited by 16 publications

References 26 publications

Substituted 1,3,5-Triazine Hexacarboxylates as Potential Linkers for MOFs

Substituted 1,3,5-Triazine Hexacarboxylates as Potential Linkers for MOFs

A Bifunctional MOF Catalyst Containing Metal–Phosphine and Lewis Acidic Active Sites

Elongated and substituted triazine-based tricarboxylic acid linkers for MOFs

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