Reaction of ferrocenecarboxylic acid with N,N′-disubstituted carbodiimides: synthesis, spectroscopic and X-ray crystallographic analysis of N,N′-disubstituted N-ferrocenoylureas and identification of a one-pot coupling reagent for the formation of ferrocenecarboxamides in a non-aqueous solvent

Schetter, B.; Speiser, Bernd

doi:10.1016/j.jorganchem.2003.12.045

Cited by 16 publications

(9 citation statements)

References 17 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The highly porous mIOPC film with controlled porosity was obtained, after the surfactant was removed. Meanwhile, N -(3-triethoxysilyl)-propylferrocenecarboxamide was synthesized according to literature procedures . Different concentrations of ferrocene silane (0.1 mol/L, 0.01 mol/L) were chosen to modify the mIOPC film, and the functionalized mIOPCs were accordingly named Fe-mIOPC-0.1 and Fe-mIOPC-0.01.…”

Section: Resultsmentioning

confidence: 99%

Voltage-Responsive Controlled Release Film with Cargo Release Self-Monitoring Property Based on Hydrophobicity Switching

Jiao

et al. 2017

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

Herein, voltage-responsive controlled release film was constructed by grafting ferrocene on the mesoporous inverse opal photonic crystal (mIOPC). The film achieved free-blockage controlled release and realized the monitoring of cargo release without external indicator. Free-blockage was attributed to the voltage switchable nanovalves which undergo hydrophobic-to-hydrophilic transition when applying voltage. Monitoring of cargo release was attributed to the optical property of mIOPC, the bandgap of mIOPC had a red shift when the solution invaded in. The film was hydrophobic enough to stop solution intrusion. Once the voltage was applied, the film became hydrophilic, leading to invasion of the solution. As a result, the cargos were released and the bandgap of mIOPC was red-shifted. Therefore, in this paper both a free-blockage controlled release film and a release sensing system was prepared. The study provides new insights into highly effective controlled release and release sensing without indicator.

show abstract

Section: Resultsmentioning

confidence: 99%

Voltage-Responsive Controlled Release Film with Cargo Release Self-Monitoring Property Based on Hydrophobicity Switching

Jiao

et al. 2017

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

show abstract

“…[9] The NMR and IR spectra of the ferrocenes ilane are shown in Figures S1 and S2. [9] The NMR and IR spectra of the ferrocenes ilane are shown in Figures S1 and S2.…”

Section: Fabrication and Characterizationo Ff C-msnsmentioning

confidence: 99%

“…First, af errocenes ilane named N-(3-triethoxysilyl)propylferrocenecarboxamide was synthesized according to al iterature procedure (Scheme S1, SupportingI nformation). [9] The NMR and IR spectra of the ferrocenes ilane are shown in Figures S1 and S2. Then, different concentrations of the ferrocene silane were chosen to functionalize the nanopores of the MSNs by the co-condensation methodu nder basic conditions.…”

Section: Fabrication and Characterizationo Ff C-msnsmentioning

confidence: 99%

A Voltage‐Responsive Free‐Blockage Controlled‐Release System Based on Hydrophobicity Switching

et al. 2017

View full text Add to dashboard Cite

Controlled-release systems based on mesoporous silica nanomaterials (MSNs) have drawn great attention owing to their potential biomedical applications. Various switches have been designed to control the release of cargoes through the construction of physical blocking units on the surface of MSNs. However, such physical blockages are limited by poor sealing ability and low biocompatibility, and most of them lack closure ability. Herein, a voltage-responsive controlled-release system was constructed by functionalizing the nanopore of MSNs with ferrocene. The system realized free-blockage controlled release and achieved pulsatile release. The nanopores of the ferrocene-functionalized MSNs were hydrophobic enough to prevent invasion of the solution. Once a suitable voltage was applied, the nanopores became hydrophilic, which was followed by invasion of the solution and the release of the cargos. Moreover, pulsatile release was realized, which avoided unexpected release after the stimulus disappeared. Thus, we believe that our studies provide new insight into highly effective blockage for MSNs. Furthermore, the voltage-responsive release system is expected to find use in electrical stimulation combination therapy and bioelectricity-responsive release.

show abstract

“…In addition to the previously reported melting point, IR spectrum and elemental analysis, the 1 H NMR spectrum and mass analysis of ferrocenecarb-oxylic anhydride were described. Schetter & Speiser (2004) also reported the formation of (1) during the reaction of FcCO 2 H with various carbodiimides. Finally, in 2016, McAdam & Simpson (2016 reported that (1) was isolated, as a by-product, during the reaction of FcCO 2 H with triphosgene.…”

Section: Introductionmentioning

confidence: 97%

“…Kihara et al (2004) used (1) in the synthesis of a redox-active rotaxane. A ferrocene stopper was introduced by the esterification of an alcohol in the presence of catalytic amounts of (n-Bu) 3 P. The same year, Schetter & Speiser (2004) reported the amidation of 3-(triethoxysilyl)propylamine with (1) in the presence of a carbodiimide in 37% yield. Finally, Halls et al (2012) reported the post-functionalization of metal-organic frameworks with (1) to access new redox-active materials.…”

Section: Introductionmentioning

confidence: 99%

Ferrocenecarboxylic anhydride: identification of a new polymorph

Tazi¹,

Roisnel²,

Mongin³

et al. 2017

Acta Crystallogr C

View full text Add to dashboard Cite

A new monoclinic polymorph of ferrocenecarboxylic anhydride, [Fe(CH)(CHO)], was obtained. Three molecules are present in the asymmetric unit, two of them being nearly identical (r.m.s. deviation = 0.11 Å), with the Fe atoms on the same side of the anhydride functional group. In the third molecule, the two Fe atoms are located at opposite sides of the functional group (ferrocene-ferrocene pseudo-torsion angle = 146.2°), a very unsual feature in metallocene anhydrides. A network of weak intermolecular hydrogen bonds was also disclosed.

show abstract

Reaction of ferrocenecarboxylic acid with N,N′-disubstituted carbodiimides: synthesis, spectroscopic and X-ray crystallographic analysis of N,N′-disubstituted N-ferrocenoylureas and identification of a one-pot coupling reagent for the formation of ferrocenecarboxamides in a non-aqueous solvent

Cited by 16 publications

References 17 publications

Voltage-Responsive Controlled Release Film with Cargo Release Self-Monitoring Property Based on Hydrophobicity Switching

Voltage-Responsive Controlled Release Film with Cargo Release Self-Monitoring Property Based on Hydrophobicity Switching

A Voltage‐Responsive Free‐Blockage Controlled‐Release System Based on Hydrophobicity Switching

Ferrocenecarboxylic anhydride: identification of a new polymorph

Contact Info

Product

Resources

About