Synthesis of Podands with Cyanurate or Isocyanurate Cores and Terminal Triple Bonds

Piron, Flavia; Oprea, Cornelia; Cismas, Crina; Terec, Anamaria; Roncali, Jean; Grosu, Ion

doi:10.1055/s-0029-1218724

Cited by 3 publications

(2 citation statements)

References 17 publications

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“…Cryptand 4 was obtained in good yields (64%) by a nucleophilic substitution reaction using 1,3,5-triazine-2,4,6-triphenol 5 [ 39 , 40 , 41 ] as a nucleophile and 2,6-dibromomethyl-pyridine as a substrate ( Scheme 2 ). The procedure was adapted from the literature using our previous experience with similar reactions [ 2 , 7 , 8 , 42 , 43 ].…”

Section: Resultsmentioning

confidence: 99%

“…The melting point was measured with a routine apparatus. The triphenol triazine 5 and guests G1 and G5 were obtained using procedures described in the literature [ 39 , 40 , 41 ], while the other reagents were commercially available and used without further purifications. Thin layer chromatography (TLC) was conducted on silica gel 60 F254 TLC plates (Merck).…”

Section: Methodsmentioning

confidence: 99%

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Synthesis, Structure and Supramolecular Properties of a Novel C3 Cryptand with Pyridine Units in the Bridges

et al. 2020

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The high-yield synthesis and the structural investigation of a new cryptand with C3 symmetry, exhibiting 2,4,6-triphenyl-1,3,5-triazine central units and pyridine-based bridges, are reported. The structure of the compound was investigated by single crystal X-ray diffractometry, NMR (nuclear magnetic resonance), HRMS (high resolution mass spectrometry) measurements, and theoretical calculations. The study of supramolecular behavior in solid state revealed the association of cryptand molecules by C-H---π and π---π contacts. Moreover, theoretical calculations indicated the high binding affinity of the cryptand for various organic molecules as guests.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Synthesis, Structure and Supramolecular Properties of a Novel C3 Cryptand with Pyridine Units in the Bridges

et al. 2020

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The Dawn of Thiol‐Yne Triazine Triones Thermosets as a New Material Platform Suited for Hard Tissue Repair

et al. 2018

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The identification of a unique set of advanced materials that can bear extraordinary loads for use in bone and tooth repair will inevitably unlock unlimited opportunities for clinical use. Herein, the design of high‐performance thermosets is reported based on triazine‐trione (TATO) monomers using light‐initiated thiol‐yne coupling (TYC) chemistry as a polymerization strategy. In comparison to traditional thiol‐ene coupling (TEC) systems, TYC chemistry has yielded highly dense networks with unprecedented mechanical properties. The most promising system notes 4.6 GPa in flexural modulus and 160 MPa in flexural strength, an increase of 84% in modulus and 191% in strength when compared to the corresponding TATO system based on TEC chemistry. Remarkably, the mechanical properties exceed those of polylactide (PLA) and challenge poly(ether ether ketone) PEEK and today's methacrylate‐based dental resin composites. All the materials display excellent biocompatibility, in vitro, and are successfully: i) molded into medical devices for fracture repair, and ii) used as bone adhesive for fracture fixation and as tooth fillers with the outstanding bond strength that outperform methacrylate systems used today in dental restoration application. Collectively, a new era of advanced TYC materials is unfolded that can fulfill the preconditions as bone fixating implants and for tooth restorations.

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Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach

Goswami

Kueffer

et al. 2013

Molecules

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An icosahedral closo-B 122− scaffold based nano-sized assembly capable of carrying a high payload of Gd 3+ -chelates in a sterically crowded configuration is developed by employing the azide-alkyne click reaction. The twelve copies of DO3A-t-Bu-ester ligands were covalently attached to an icosahedral closo-B 12 2− core via suitable linkers through click reaction. This nanomolecular structure supporting a high payload of Gd 3+ -chelate is a new member of the closomer MRI contrast agents that we are currently developing in our laboratory. The per Gd ion relaxivity (r 1 ) of the newly synthesized MRI contrast agent was obtained in PBS, 2% tween/PBS and bovine calf serum using a 7 Tesla micro MRI instrument and was found to be slightly higher (r 1 = 4.7 in PBS at 25 °C) compared to the clinically used MRI contrast agents Omniscan (r 1 = 4.2 in PBS at 25 °C) and ProHance (r 1 = 3.1 in PBS at 25 °C).

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Synthesis of Podands with Cyanurate or Isocyanurate Cores and Terminal Triple Bonds

Cited by 3 publications

References 17 publications

Synthesis, Structure and Supramolecular Properties of a Novel C3 Cryptand with Pyridine Units in the Bridges

Synthesis, Structure and Supramolecular Properties of a Novel C3 Cryptand with Pyridine Units in the Bridges

The Dawn of Thiol‐Yne Triazine Triones Thermosets as a New Material Platform Suited for Hard Tissue Repair

Synthesis and Relaxivity Studies of a DOTA-Based Nanomolecular Chelator Assembly Supported by an Icosahedral Closo-B122− -Core for MRI: A Click Chemistry Approach

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