Calorimetric Studies on the Complexation of Several Ferrocene Derivatives by .alpha.- and .beta.-Cyclodextrin. Effects of Urea on the Thermodynamic Parameters

Godı́nez, Luis A.; Patel, Sonal M.; Criss, Cecil M.; Kaifer, Ángel E.

doi:10.1021/j100048a022

Cited by 91 publications

(56 citation statements)

References 5 publications

(10 reference statements)

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“…Since the alkyl chain that characterizes the structure of compounds S0CH6, S1CH6 and S5CH6 bears six methylene groups, and the concentration of the electro-active compound in the voltammetric experiments is relatively low, we speculate that there must exist a folded form of those compounds that, by means of a electrostatic interaction, should be responsible for the more negative reduction potential computed from our experimental data. Similar results in electrochemical behavior of stilbazolium dyes were observed by other groups [17,18]. It is necessarily to emphasize that, in order to transfer the multicationic monomethine dyes into efficient free radical polymerization initiating system, the exchange of an anion type from iodide or bromide on borate anion was needed.…”

Section: Resultssupporting

confidence: 81%

Monomeric asymmetric two- and three-cationic monomethine cyanine dyes as novel photoinitiators for free-radical polymerization

Kabatc

Pączkowski

2010

Dyes and Pigments

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Section: Resultssupporting

confidence: 81%

Monomeric asymmetric two- and three-cationic monomethine cyanine dyes as novel photoinitiators for free-radical polymerization

Kabatc

Pączkowski

2010

Dyes and Pigments

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“…The interest in II-V lies in the study of the effects of CD inclusion on the properties of surfactants containing a covalently attached electroactive group. 10,11 Isnin et al studied the interaction of CDs with similar ferrocene derivatives containing 1, 7 and 16 methylene units in their hydrocarbon chains. 10 The cyclic voltammetry and NMR measurements were suggestive of specific interactions between the CD and the ferrocene derivatives.…”

Section: Resultsmentioning

confidence: 99%

“…The bimodal nature of these interactions is attributed to the geometrical preference for binding of a-and b-CD to the aliphatic and the ferrocene groups, respectively. 10,11 The measured association constant (K a ) of II and III with a-CD was reported to be about 240 M À1 and 420 M À1 , respectively. Likewise, the K a values for inclusion of II and III with b-CD was estimated at 1900 M À1 and 1400 M À1 , respectively.…”

Section: Resultsmentioning

confidence: 99%

“…Godinez et al studied the complexation of several alkyldimethyl-(ferrocenylmethyl)ammonium cations with a-and b-CD in aqueous media using calorimetric and proton NMR measurements. 11 Recently, Kaifer and co-workers reported evidence in support of inclusion complexation between b-CD and dimethyl-b-CD (DM-b-CD) and a series of redox active dendrimer guests bearing ferrocene moieties. 12 Multimetallic dendrimers with electron mobility capability may provide interesting electrical, optical and magnetic properties.…”

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confidence: 99%

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Mass spectrometry studies on the complexation of several organometallic complexes by α- and β-cyclodextrins

Bakhtiar

Kaifer

1998

Rapid Commun. Mass Spectrom.

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The complexation of ferrocene and several ferrocene derivatives with the hosts a-cyclodextrin (a-CD) and b-cyclodextrin (b-CD) was investigated by electrospray mass spectrometry. A 2:1 complex was detected between a-CD and ferrocene while a 1:1 complex was observed with b-CD and this organometallic guest. All the remaining ferrocene derivatives surveyed in this work exhibited mass spectrometry signals corresponding to 1:1 complexes with either host. In contrast to previous electrochemical and proton NMR spectroscopic studies, no evidence was found for ternary or quaternary complexes in these host-guest systems. These results demonstrate for the first time that complexes between cyclodextrins and organometallic compounds are detected in the gas phase. # 1998 John Wiley & Sons, Ltd. Received 8 December 1997; Accepted 9 December 1997Rapid Commun. Mass Spectrom. 12, 111-114 (1998) Enzymes such as cyclodextrin-glycosyltransferases produce the cyclic dextrins, which are referred to as Schardinger dextrins or cyclodextrins (CDs). By virtue of steric reasons, CDs are formed in only three significant forms as a-, b-and g-cyclodextrins. CDs have the ability to selectively include a range of guest species in their hydrophobic cavities. The formation of an inclusion complex potentially alters the physical and chemical properties of the guest molecule. The binding forces associated with the CD-guest inclusion formation are attributed to a number of factors such as hydrophobic forces, hydrogen binding, size of the cavity, shape of the guest molecule and electrostatic interactions.

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“…β-CD binds both Fc + and Ad -, but the corresponding binding constants (K S ) are different (K S = 2900 M −1 [32] for β-CD⋅Fc + , and K S = 39500 M −1 for β-CD⋅Ad - [33]). Upon addition of Fc + to the aqueous solution of the DETA-β-CD-CNCs, a quenching process was observed, indicating that the PET process took place upon irradiation.…”

Section: Fluorescent Behavior Of Deta-β-cd-cncsmentioning

confidence: 99%

Synthesis of β-cyclodextrin-modified carbon nanocrystals and their fluorescent behavior

2010

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Water-soluble β-cyclodextrin (β-CD)-modified carbon nanocrystals (CNCs) have been synthesized by the reaction of CNCs with mono(6-diethylenetriamino-6-deoxy)-β-CD (DETA-β-CD) and comprehensively characterized by 1 H NMR, FT-IR, transmission electron microscopy (TEM) and UV-Vis. DETA-β-CD-modified CNCs (DETA-β-CD-CNCs) are luminescent, and the quantum yield is 8.41%. The photoinduced electron transfer (PET) process between DETA-β-CD-CNCs and (ferrocenylmethyl) trimethylammonium iodide (Fc + ) was investigated by means of fluorescence spectroscopy. carbon nanocrystals, β-cyclodextrin, supramolecular chemistry, fluorescence Citation: Jiang Q, Zhang H Y, Liu Y. Synthesis of β-cyclodextrin-modified carbon nanocrystals and their fluorescent behavior. Fluorescent carbon nanocrystals (CNCs) [1-14] are quantum-sized carbon analogues used as biomarkers, bioimaging and bioprobes. CNCs are carbon-based nanomaterials, comparable to fullerenes, carbon nanotubes, graphite and nanodiamonds, which possess fluorescent properties. They are monodispersed in aqueous solution with a scale of 2-10 nm and have high photostability fluorescence. Compared with such semiconductor nanocrystals as CdSe [15], CdTe [16], and CdSe/ZnSe [17], CNCs have lower toxicity to human health or to the environment. As a result, CNCs may be suitable for various applications in chemistry and biology.Cyclodextrins (CDs) are a class of cyclic oligosaccharides with generally 6-8 D-glucose units linked by α-1,4-glucose bonds. They have the ability to selectively bind various inorganic or organic guests, which leads to widespread applications of CDs not only in pharmaceutical chemistry, food technology, analytical chemistry, chemical synthesis, and catalysis [18][19][20][21][22][23][24][25], but also for constructing molecular devices and machines [26][27][28][29][30][31]. Therefore, the combination of CNCs with CDs might yield valuable future applications. Here, we *Corresponding author (email: yuliu@nankai.edu.cn) prepared mono(6-diethylenetriamino-6-deoxy)-β-cyclodextrin (DETA-β-CD) modified CNCs (DETA-β-CD-CNCs), which have been characterized by 1 H NMR, FT-IR, transmission electron microscopy (TEM) and UV-Vis, and investigated the photoinduced electron transfer (PET) process between DETA-β-CD-CNCs and (ferrocenylmethyl) trimethylammonium iodide (Fc + ) by means of fluorescence. Importantly, 1-adamantanecarboxylic acid sodium salt (Ad -) could modulate the PET process between CNCs with Fc + .

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Calorimetric Studies on the Complexation of Several Ferrocene Derivatives by .alpha.- and .beta.-Cyclodextrin. Effects of Urea on the Thermodynamic Parameters

Cited by 91 publications

References 5 publications

Monomeric asymmetric two- and three-cationic monomethine cyanine dyes as novel photoinitiators for free-radical polymerization

Monomeric asymmetric two- and three-cationic monomethine cyanine dyes as novel photoinitiators for free-radical polymerization

Mass spectrometry studies on the complexation of several organometallic complexes by α- and β-cyclodextrins

Synthesis of β-cyclodextrin-modified carbon nanocrystals and their fluorescent behavior

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