Self-assembly of rectangles via building units bearing salen and oxazoline ligands

Kim, Duckhyun; Jung, Il Nam; Song, Kyu Ho; Kang, Sang Ook; Ko, Jaejung

doi:10.1016/j.jorganchem.2006.09.063

Cited by 6 publications

(7 citation statements)

References 58 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…A rather different type of macrocyclic salen ligand was prepared by Ko et al [64] This structure resulted from a metaldirected assembly of two identical conjugated salen building blocks ( Figure 3). In addition, various macrocyclic ligands that resemble salen-based ones, but which, upon coordination, typically share their oxygen ligands with different cations, have been reported.…”

Section: Methodsmentioning

confidence: 99%

Material Applications for Salen Frameworks

2008

View full text Add to dashboard Cite

Salens are among the most widely studied ligands in chemistry. They are primarily applied in homogeneous catalysis, a use that helps to increase our knowledge of environmentally benign and cost-attractive chemical and/or pharmaceutical processes. Lately, the interest in salen chemistry has shifted to the use of these scaffolds in various other applications in which the immense versatility of the salen framework as a molecular building block can be exploited. Herein, we highlight the most recent research involving the incorporation of salen motifs in new materials and sophisticated catalysts.

show abstract

Section: Methodsmentioning

confidence: 99%

Material Applications for Salen Frameworks

2008

View full text Add to dashboard Cite

show abstract

“…Ther eaction between the pyrene-imidazolylidene complexes 1 [11] (or 2 [12] )w ith 1,12-diethylnyl-[7-(3,5-di-tertbutylphenyl)dibenzo[c,h]acridine], D, [13] in refluxing methanol in the presence of NaOH allowed the formation of the corresponding digold metallotweezer 3 (or 4), in which the two gold pyrene-imidazolylidene moieties are linked by the spacer D (Scheme 2). The 1 HNMR spectra of the resulting reaction products revealed rather complicated sets of signals, suggesting that both reactions produced mixtures of complexes.A ttempts to separate 3 and 4 from their selfaggregated dimers by column chromatography allowed to obtain the pure forms of 4 and 4 2 ,b ut 3 and 3 2 always gave inseparable mixtures,b ecause these two species are in equilibrium, as will be demonstrated below.T he 1 HNMR spectrum of the mixture of 3 and 3 2 showed the distinctive signals due to both species,which are in equilibrium and show slow kinetics relative to the NMR timescale.T his allowed to calculate the self-association constant of 3 to form 3 2 by integration of the signals due to the protons of the N-CH 2 groups assigned to each species.T his constant is 1100 M À1 in CDCl 3 at room temperature.…”

Section: Resultsmentioning

confidence: 99%

“…Ther esonances due to the four CH protons from the inner part of the two pentacyclic spacers appear as as inglet at 10.03 ppm. The 13…”

Section: Resultsmentioning

confidence: 99%

Clippane: A Mechanically Interlocked Molecule (MIM) Based on Molecular Tweezers

Peris

Vicent

2021

Angew Chem Int Ed

View full text Add to dashboard Cite

In this study we report the preparation of an ew mechanically interlocked molecule formed by the self-aggregation of two metallotweezers composed by two pyreneimidazolylidene gold(I) arms and ap yridine-centered pentacyclic bis-alkynyl linker.T he mechanically interlocked nature of this molecule arises from the presence of the bulky tert-butyl groups attached to the sides of the pyrene moieties of the arms of the tweezer,which act as stoppers avoiding the dissociation of the self-aggregated metallotweezer dimer once it is formed. By combining experimental techniques,w ew ere able to confirm the mechanically interlocked nature of this molecule in solution, in the gas phase and in the solid state.The behavior of the tert-butyl substituted tweezer differs greatly form that shown by the tweezer lackingo ft hese bulky groups,w hose dimeric structure is in equilibrium with the monomeric structure,therefore not showing any mechanical coercion that avoids the disassembly of the self-aggregated structure.

show abstract

“…The palladiumcatalyzed cross-coupling of 3 equiv. of [5-(4-iodophenyl)-10,15,20-tris(3,5-di-tert-butylphenyl)porphinato]zinc (2) [15] with 2,12-diethynyl- [7-(3,5-di-tert-butylphenyl)dibenzo [c,h]acridine] (1) [14] afforded 3 in 81% yield. The spectroscopic data for 3 were completely consistent with its proposed formulation.…”

Section: Resultsmentioning

confidence: 99%

“…All reagents were purchased from Sigma-Aldrich. 2, [c,h]acridine] (1) [14], [5-(4-iodophenyl)-10, 15,20-tris(3, 5-di-tert-butylphenyl)porphinato]zinc(II) (2) [15], [5,15-bis(4-methoxy-carbonylphenyl)-10,20-dimesitylporphinato]zinc(II) (4) [16] and 2,12-bis[trans-Pt(PEt 3 ) 2 NO 3 ]- [7-(3,5-di-tert-butylphenyl)-dibenzo [c,h]acridine] (7) [12] were synthesized via previously reported methods. 1 H, 13 C, and 31 P NMR spectra were recorded on a Varian Mercury 300 spectrometer operating at 300.00, 75.44, and 121.44 MHz, respectively.…”

Section: General Proceduresmentioning

confidence: 99%