Crystal structure and chemical oxidation of the palladium(II) cyclam complex within the cavity of cucurbit[8]uril

Mitkina, T. V.; Naumov, D. Yu.; Gerasko, О. А.; Fedin, Vladimir P.

doi:10.1016/j.ica.2010.06.031

Cited by 11 publications

(9 citation statements)

References 43 publications

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“…10,12,21, 25 The ellipsoidal distortion of the cavitand molecule Δ CH in the structure of 4 is 0.88 Å, which is somewhat smaller than those found in the inclusion compounds of the nickel(II) and palladium(II) cyclam complexes (1.12 and 1.10 Å, respectively). 21, 25 In compound 4, the protonation of 0.89% of the cyclam molecules, which are not coordinated to the platinum atoms, was estimated taking into account the principle of electroneutrality in accordance with the amount of the chloride anions determined by X ray diffraction.…”

Section: Resultsmentioning

confidence: 91%

“…In the inclusion compounds of nickel(II) (see Ref. 21) and palladium(II) complexes, 25 which we have synthesized earlier according to the similar scheme (see Scheme 1, path b) with the use of a 10-12 fold excess of the metal salts, all cyclam molecules in the cavi ties of CB [8] are coordinated to the metal atoms. An in crease in the excess of K 2 PtCl 4 (to a 20 fold excess) and the storage of the reaction solution under reflux during a longer period of time did not lead to the formation of a crystalline precipitate.…”

Section: Resultsmentioning

confidence: 99%

“…Antitumor drugs containing inclusion compounds of CB [7] and CB [8] with platinum, palladium, and gold complexes were cov ered by patents. [17][18][19][20] Previously, 21- 25 we have shown that CB [8] forms inclusion compounds with cobalt(III), nickel(III), and copper(II) complexes containing cyclic and acyclic ali phatic polyamines, such as cyclam, ethylenediamine, 1,3 diaminopropane, and 1,3 diaminopropan 2 ol. The presence of hydrophobic -(CH 2 ) n -groups in these com pounds is favorable for the inclusion of complexes into the hydrophobic cavity of the macrocycle.…”

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Inclusion compounds of cucurbit[8]uril with noble metal polyamine complexes

et al. 2010

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Inclusion compounds of the macrocyclic cavitand cucurbit[8]uril (CB[8]) with the ruthenium(III) bis(ethylenediamine) complex {trans [Ru(en) 2 Cl 2 ]@CB[8]}Cl•27.5H 2 O (1), the gold(III) diethylenetriamine complex {[Au(dien)Cl]@CB[8]}Cl 2 •11H 2 O (2), and the gold(III) and platinum(II) cyclam complexes (H 3 O) 5 {[Au(cyclam)]@CB[8]}Cl 8 •18H 2 O (3) and {[Pt(cyclam)] 0.11 (H 2 cyclam) 0.89 @CB[8]}Cl 2 •16H 2 O (4), respectively, where cyclam is the tetra azamacrocyclic ligand, were synthesized. The inclusion compounds were synthesized both directly starting from CB[8] and the metal complexes with polyamines (en or dien) and by the two step method with the use of the cyclic polyamine ligand (cyclam) pre included into the cavity of the macrocycle. The inclusion compounds were characterized by X ray diffraction (1, 2, and 4), IR spectroscopy, electrospray ionization mass spectrometry, UV-Vis spectro scopy, and thermogravimetric analysis.Cucurbit[n]urils (C 6n H 6n N 4n O 2n , CB[n]; n = 5-10) comprise a family of macrocyclic molecules containing an open hydrophobic intramolecular cavity accessible through two hydrophilic portals formed by n carbonyl groups. 1-4 This structure determines the behavior of cucurbit[n]urils as cavitands, viz., host molecules capable of encapsulating guest molecules of suitable size into the inner cavity. A high negative electrostatic potential on the portals 3 is responsible for the formation of stable inclusion compounds of CB[n] with positively charged guests, for example, with alkylammonium cations. 2,3 The cavity sizes in cucurbit[n]urils with n > 6 are sufficient for the inclu sion of metal complexes with small organic ligands. The spectroscopic (NMR), calorimetric, and electrochemical studies showed that highly stable host-guest compounds are formed. 5-9 However, only a few inclusion com pounds of CB[n] with metal complexes were structurally characterized. 6,10-12 Complexes included into the bar rel shaped cavity of CB[n] can be fully embedded in the cavitand, as opposed to most of inclusion compounds of such receptors as calixarenes and cyclodextrins where com plexes are only partially encapsulated in the bowl shaped cavities. 13 In recent years, this class of compounds has attracted considerable interest because of the possibility of the inclusion of biologically active metal complexes into cavitands. This opens wide opportunities for the design of new generation prolonged action pharmaceuticals in which the host molecules prevents the guest molecules from rapid decomposition, decrease their toxicity, and have the transport function of the active component in the organism. 14 Recent studies 14-16 have shown that the in clusion of platinum polyamine complexes having antitu mor activity into cucurbit[n]urils leads to a substantial decrease in the toxicity of these complexes. Antitumor drugs containing inclusion compounds of CB[7] and CB [8] with platinum, palladium, and gold complexes were cov ered by patents. 17-20Previously, 21-25 we have shown that CB[8] forms inclusion compoun...

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confidence: 91%

Section: Resultsmentioning

confidence: 99%

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Inclusion compounds of cucurbit[8]uril with noble metal polyamine complexes

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“…It seems particularly important for practical purposes to know about the possible localization of metal atoms and their clusters at elevated temperatures which are very often the conditions of catalytic chemical reactions. In the past 10 years a new supramolecular assembly on the base of copper cyclic complexes like Cu(Cyclen) was encapsulated in CB[n] cavitands [19,20], where Cyclen is 1,4,7,10-tetraazacyclododecane (see Chart 1).…”

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confidence: 99%

Diffusion behavior of copper atoms under Cu(II) reduction in Cucurbit[8]uril cavity at elevated temperatures

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Nadolinnii

Коваленко

et al. 2015

Journal of Solid State Chemistry

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“…chloropalladium(IV) complex with cyclam {trans [Pd(cyclam)Cl 2 ]@CB[8]} 2+ in which the axial chloride ligands also lie inside the cavity 19. The inclu sion compounds of the cyclam complexes differ from the ethylenediamine aqua and chloro complexes,…”

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Inclusion compounds of the copper(ii) and zinc(ii) complexes with cyclam in cucurbit[8]uril: synthesis and structure

et al. 2011

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Inclusion compounds of the macrocyclic cavitand cucurbit[8]uril (CB[8], С 48 H 48 N 32 O 16 ) with the copper(II) and zinc(II) complexes with the tetraazamacrocyclic ligand cyclam, {[Cu(cyclam)(H 2 O) 2 ]@CB[8]}Cl 2 •18H 2 O (1) and {[Zn(cyclam)]@CB[8]}Cl 2 •13H 2 O (2), were synthesized. The compounds were characterized by X ray diffraction analysis, electrospray mass spectrometry, IR spectroscopy, and elemental analysis. The 1 H and 13 C NMR method revealed only one trans isomer of the zinc(II) complex with cyclam in an aqueous solution of inclusion compound 2.

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Crystal structure and chemical oxidation of the palladium(II) cyclam complex within the cavity of cucurbit[8]uril

Cited by 11 publications

References 43 publications

Inclusion compounds of cucurbit[8]uril with noble metal polyamine complexes

Inclusion compounds of cucurbit[8]uril with noble metal polyamine complexes

Diffusion behavior of copper atoms under Cu(II) reduction in Cucurbit[8]uril cavity at elevated temperatures

Inclusion compounds of the copper(ii) and zinc(ii) complexes with cyclam in cucurbit[8]uril: synthesis and structure

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