CuAAC Synthesis of Tetragonal Building Blocks Decorated with Nucleobases

Pop, Lucian Cristian; Golban, Mirabela Ligia; Hădade, Niculina D.; Socaci, Crina; Grosu, Ion

doi:10.1055/s-0034-1378782

Cited by 8 publications

(3 citation statements)

References 7 publications

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“…Tetrakis(4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl)methane (13) Reaction conditions: Amine 10 (90 mg, 1.00 equiv), General Procedure for Aryl-Amination NiBr2.dme (5 mol%), dppf (10 mol%) and t-BuOK (2.50 equiv), were added to a previously dried two-neck round bottom flask containing a magnetic bar. The mixture was dissolved in anhydrous toluene (5 mL) and stirred for 15 min under nitrogen at rt.…”

Section: Tetrakis(4-(1h-pyrrol-1-yl)phenyl)methane (8)mentioning

confidence: 99%

“…9,10 TPM has gained importance in supramolecular networks, nanomaterials, and metal-organic frameworks (MOFs) dendrimers which are used in the solid state to adsorb gas molecules or volatile organic compounds. [11][12][13][14][15] Recently Zhang's group reported aromatic imides of TPM 2, used in gas separation, showing their good gas transport properties. 16 In addition, TPM-ethylene-based dendrimer 3 is widely used in the field of optoelectronic materials.…”

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confidence: 99%

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Tetraphenylmethane Derivatives Containing Nitrogen Heterocycles

Kotha,

Singh

2024

SynOpen

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Here, we disclose a useful approach to novel tetrahedral building blocks containing N-heterocycles. Pyrrole was introduced in the tetraphenylmethane (TPM) core by employing the RCM strategy, Clauson-Kaas reaction, Paal- Knorr condensation and Ullman coupling as key steps. In addition, various heterocyclic derivatives of TPM were prepared using nickel catalysts. We also studied the photophysical properties of synthesized TPM derivatives containing different peripheral substituents and it was found that they possess high quantum yield.

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Section: Tetrakis(4-(1h-pyrrol-1-yl)phenyl)methane (8)mentioning

confidence: 99%

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confidence: 99%

Tetraphenylmethane Derivatives Containing Nitrogen Heterocycles

Kotha,

Singh

2024

SynOpen

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“…Tetra-aryl adamantanes 6 (X = Ph, 4-AcC6H4, 4-O2NC6H4, 4-IC6H4 and 4-ethynylC6H4) have been converted into higher molecular weight adamantanes 7 by four-directional electrophilic aromatic substitution reactions, enantioselective reductions, aryl iodide to aryl nitrile conversions, nitroarene to aniline reductions, aniline to aryl azide conversions, Suzuki and Sonogashira coupling reactions and 3-component allene, aryl iodide and amine coupling reactions. [19][20][21][22][23][24][25][26] Of particular note in this chemistry are the application of fourdirectional syntheses to construct more complex adamantanes bearing nucleoside and nucleotide side chains 21 and the Naemura four-directional synthesis of the (+)- [1,3,5,7- There are fewer examples known for four-directional conversion of adamantanes 6 into adamantanes 7 by carbon-carbon bond construction at sp 3 centers. These are illustrated in Table 2.…”

Section: Introductionmentioning

confidence: 99%

Four-directional synthesis of adamantane derivatives

Qu¹,

White²,

Barrett³

2020

Arkivoc

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1-Adamantanemethanol, 1,3-adamantanedimethanol and 1,3,5,7-adamantanetetramethanol were converted into adamantanes functionalized with one or four (2R,1S)-2-formyl-1-cyclopropyl residues using Charette enantioselective cyclopropanation reactions and with one, two or four 4-ethoxy-(or 4-t-butoxy)-3-diazo-2,4dioxobutyl residues from aldehyde and diazo-acetate ester condensation reactions by 1-directional, 2directional or 4-directional syntheses. The synthesis of adamantane fused to cyclopentadiene is also reported.

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Structural Diversity Ranging from Oligonuclear Complexes to 1‐D and 2‐D Coordination Polymers Generated by Tetrasubstituted Adamantane and Spirobifluorene Derivatives

et al. 2019

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Using tetrahedral and tetragonal spacers, seven new complexes have been obtained: [Co(hfac) 2 (L 1 ) 0.5 ] 1, [Cu 2 (hfac) 4 L 2 ] 2, [Co(hfac) 2 L 2 ] 3, [Co(hfac) 2 (L 2 ) 0.5 ]·8H 2 O 4, [AgL 2 ](SbF 6 )· CH 3 COOC 2 H 5 5, [Mn(hfac) 2 (L 3 ) 0.5 ] 6, [Zn(OAc) 2 (L 3 ) 0.5 ] 7, {L 1 = 1,3,5,7-tetrakis(4-cyanophenyl)adamantane, L 2 = 2,2′,7,7′-tetracyano-9,9′-spirobifluorene and L 3 = 2,2′,7,7′-tetra(4-pyridyl)-9,9′spirobifluorene, Hhfac = hexafluoroacetylacetone}. Compound 1 exhibits a 2-D grid-like structure with the tetradentate spacer acting as a 4-connecting ligand. The 2,2′,7,7′-tetrasubstitutedspirobifluorene derivatives connect the {M II (hfac) 2 } entities into a binuclear complex (2), a linear chain (3) and diamond chains (4, 6). The cis or trans configuration of the metal nodes influen- [a] magnetic anisotropy and thus to a barrier to magnetization reversal, with consequent slow relaxation of the magnetization and magnetic bistability at cryogenic temperatures.

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CuAAC Synthesis of Tetragonal Building Blocks Decorated with Nucleobases

Cited by 8 publications

References 7 publications

Tetraphenylmethane Derivatives Containing Nitrogen Heterocycles

Tetraphenylmethane Derivatives Containing Nitrogen Heterocycles

Four-directional synthesis of adamantane derivatives

Structural Diversity Ranging from Oligonuclear Complexes to 1‐D and 2‐D Coordination Polymers Generated by Tetrasubstituted Adamantane and Spirobifluorene Derivatives

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