Synthesis, spectral characterisation and thermal behaviours of some new p-tert-butylcalix[4]arene and calix[4]arene-esters containing acryloyl groups

Özkınalı, Sevil; Kocaokutgen, Hasan

doi:10.1016/j.molstruc.2012.06.061

Cited by 8 publications

(4 citation statements)

References 30 publications

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“…hydrogen bond between hydroxyl and acryloyl groups (9). This result is in accordance with our theoretical results in terms of both conformational research and intramolecular hydrogen bond analysis.…”

Section: Conformational Analysis Of the Compoundssupporting

confidence: 92%

“…1, the structures that are previously reported experimental synthesis and spectral characterization are depicted. These reported experimental results have been used as the starting point for the following computational study (9,10). An X-Ray crystallography of the compound 2 is also available (10) and is used as initial configuration in following DFT calcu-…”

Section: Methodsmentioning

confidence: 99%

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Computational Insight into Conformational Rearrangement and Intramolecular-H Bond Analysis of Some Calix[4]Arenes Including Acryloyl Moiety

Karayel

2019

Hittite J. Sci. Eng.

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C alixarenes are macrocyclic compounds, which are utilized in important fields like pharmacy, engineering and medicine. They are applied as sensors in various areas of human activities, in medical applications and environmental protection (1, 2). Moreover, they are used in catalysis as well as in molecular recognition. Their cage-like structures play important role in host-guest mechanism in supramolecular chemistry (1, 2). In addition, the functionalization of Calixarenes by means of substituting methylene bridges with heteroatoms is quite important in order to discover new compounds (1, 2). Calixarenes attract much attention due to the rich conformational possibilities which come in four varieties: Cone, Partial Cone, 1,2-Alternate and 1,3-Alternate (3-6). The four forms of Calixarenes are mainly due to the free rotation of methylene groups. The determination of stable conformations could not always be achieved correctly by spectroscopic techniques such as IR and NMR. On the other hand, the current state of theory on predicting Calixerarene derivatives remains inconclusive or insufficient (7) hence there is still need for extensive theoretical work. Moreover, in literature, it has been highlighted that the determination of the conformational stability from experimental results of Calixarenes

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Section: Conformational Analysis Of the Compoundssupporting

confidence: 92%

Section: Methodsmentioning

confidence: 99%

Computational Insight into Conformational Rearrangement and Intramolecular-H Bond Analysis of Some Calix[4]Arenes Including Acryloyl Moiety

Karayel

2019

Hittite J. Sci. Eng.

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“…Calixarenes (Beata et al 2013;Korchowiec et al 2013), a supramolecular host system, have a rigid conformation due to their preformed hydrophobic cavities and have received considerable attention because of their ability to form inclusion compounds with a great variety of guests (Ö zkınalı and Kocaokutgen et al 2013; X. P. Ding et al 2011;Chen, Chen, and Diao 2010). Water-soluble calixarenes are important in supramolecular chemistry because they allow the study of the host-guest recognition processes under conditions in which most biological processes occur (Arena et al 2004).…”

Section: Introductionmentioning

confidence: 99%

Determination of Tryptophan using ap-Sulfonated Calix [4,6,8]arene Modified Gold Electrode

et al. 2014

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The ability of p-sulfonated calix[n]arenes (n ¼ 4, 6, 8) to form complexes with tryptophan was studied. The electrochemical properties of these complexes immobilized on gold surfaces were examined by cyclic voltammetry. Parameters affecting the performance of the modified electrodes including the arene concentration, scan rate, applied potential, and pH were optimized. Under the optimal conditions, the method had a linear response to tryptophan between 1 Â 10 À7 M and 1 Â 10 À5 M with a detection limit of 3 Â 10 À8 M. The interaction of the tryptophan-p-sulfonated calix[4]arene complex was more stable than the tryptophanp-sulfonated calix[6]arene and p-sulfonated calix[8]arene complexes. Molecular modeling calculations indicated that electrostatic interactions and structural matching effects were predominant stabilizing factors. The modified electrodes demonstrated good reproducibility and high selectivity, illustrating their effectiveness for analytical measurements.

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“…For acryloyalted PEI, the peaks at 5.85–5.93 ppm (dd) can be assigned to the α‐H of the acryloyal group ( a H). The peaks at 5.52–5.57 ppm (dd) and 5.95–6.05 ppm (q) can be assigned to the cis and trans β‐H of the acryloyal group ( b H and c H), respectively [21–23]. These results indicate that the carbon–carbon double bonds have been successfully introduced into PEI.…”

Section: Resultsmentioning

confidence: 99%

Approach to the preparation of temperature‐sensitive poly(N‐isopropylacrylamide)/polyethylenimine microgel

Wang

et al. 2019

Micro & Nano Letters

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A novel route was developed to the preparation of temperature-sensitive poly(N-isopropylacrylamide)/polyethylenimine (PNIPAM/PEI) microgels by the radical copolymerisation of N-isopropylacrylamide with acryloylated PEI in aqueous media. Here, the acryloylated polyethylenimine (PEI), used as a macromonomer, was synthesised by a dehydration condensation reaction between PEI and acrylic acid. The as-prepared microgels exhibited well-defined core/shell structure with PNIPAM-rich core surrounded by PEI-rich shell. The microgels showed the volume phase transition temperature near physiological temperature, which can be easily regulated by the pH of microgel dispersion.

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Synthesis, spectral characterisation and thermal behaviours of some new p-tert-butylcalix[4]arene and calix[4]arene-esters containing acryloyl groups

Cited by 8 publications

References 30 publications

Computational Insight into Conformational Rearrangement and Intramolecular-H Bond Analysis of Some Calix[4]Arenes Including Acryloyl Moiety

Computational Insight into Conformational Rearrangement and Intramolecular-H Bond Analysis of Some Calix[4]Arenes Including Acryloyl Moiety

Determination of Tryptophan using ap-Sulfonated Calix [4,6,8]arene Modified Gold Electrode

Approach to the preparation of temperature‐sensitive poly(N‐isopropylacrylamide)/polyethylenimine microgel

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