Solid-state assembly of carboxylic acid substituted pillar[5]arene and its host–guest complex with tetracaine

CrystEngComm ◽  
2015 ◽  
Vol 17 (4) ◽  
pp. 719-722 ◽  
Author(s):  
Oksana Danylyuk ◽  
Volodymyr Sashuk
Keyword(s):  
Solid State ◽  
Carboxylic Acid ◽  
Inclusion Complexes ◽  
Anesthetic Drug ◽  
Guest Complex ◽  
Host Guest Complex

The first examples of carboxylic acid substituted pillar[5]arene structures in the form of its inclusion complexes with ethanol and the anesthetic drug tetracaine are reported.

Host-Guest Complexation of Aromatic Carboxylic Acids and their Conjugate Bases by β-Cyclodextrins Monosubstituted at C 6 by Linear and Cyclic Alkyl Triamines in Aqueous Solution

1999 ◽  
Vol 52 (12) ◽  
pp. 1157 ◽  
Author(s):  
Suzanna D. Kean ◽  
Bruce L. May ◽  
Philip Clements ◽  
Christopher J. Easton ◽  
Stephen F. Lincoln
Keyword(s):  
Aqueous Solution ◽  
Carboxylic Acid ◽  
Complex Stability ◽  
Guest Complex ◽  
Acid Complex ◽  
K Value ◽  
Host Guest Complex ◽  
Ph Range ◽  
Conjugate Bases ◽  
Significant Factors

A pH titrimetric study of the complexation of the guests benzoic acid, 4-methylbenzoic acid and (R)- and (S)-2-phenylpropanoic acids and their conjugate bases by the host 6A-[2-(2-aminoethylamino)ethylamino]-, 6A-[3-(3-aminopropylamino)propylamino]-, 6A-(1,4,7-triazacyclononan-1-yl)-, and 6A-(1,5,9-triazacyclododecan-1-yl)-6A-deoxy-β-cyclodextrins (βCDdien, βCDdipn, βCDtacn and βCDtacdo, respectively) is reported. Over the pH range 3.0–11.0, 49 host–guest complexes were detected. Their stability constants (K) range from 220±50 dm3 mol–1 for the βCDdienH22+ ·benzoate– complex to 48000±11000 dm3 mol–1 for the βCDdipnH22+·(S)-2-phenylpropanoic acid complex at 298.2 K and I = 0.10 mol dm–3 (NaClO4). The latter K value is among the highest reported for a complex of a simple carboxylic acid with a substituted β-cyclodextrin. The charge, hydrophobicity and stereochemistry of both host and guest appear to be significant factors in the variation of host–guest complex stability. 1H ROESY n.m.r. studies of some of the complexes formed are also reported.

scholarly journals Redox-responsive supramolecular polymeric networks having double-threaded inclusion complexes

2020 ◽  
Vol 11 (17) ◽  
pp. 4322-4331 ◽  
Author(s):  
Hikaru Aramoto ◽  
Motofumi Osaki ◽  
Subaru Konishi ◽  
Chiharu Ueda ◽  
Yuichiro Kobayashi ◽  
...  
Keyword(s):  
Inclusion Complexes ◽  
Guest Complex ◽  
Polymeric Networks ◽  
Host Guest Complex ◽  
Redox Responsive

A hydrogel actuator with a 1:2 host–guest complex controlled by redox stimuli has been developed to realize faster and larger deformation.

scholarly journals Time-dependent solid-state molecular motion and colour tuning of host-guest systems by organic solvents

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Yu-Dong Yang ◽  
Xiaofan Ji ◽  
Zhi-Hao Lu ◽  
Jian Yang ◽  
Chao Gao ◽  
...  
Keyword(s):  
Solid State ◽  
Organic Solvents ◽  
Molecular Motion ◽  
Dynamic Control ◽  
Information Storage ◽  
Time Dependent ◽  
Temporal Response ◽  
Guest Complex ◽  
Host Guest Complex ◽  
Colour Tuning

AbstractHost-guest complex solid state molecular motion is a critical but underexplored phenomenon. In principle, it can be used to control molecular machines that function in the solid state. Here we describe a solid state system that operates on the basis of complexation between an all-hydrocarbon macrocycle, D4d-CDMB-8, and perylene. Molecular motion in this solid state machine is induced by exposure to organic solvents or grinding and gives rise to different co-crystalline, mixed crystalline, or amorphous forms. Distinct time-dependent emissive responses are seen for different organic solvents as their respective vapours or when the solid forms are subject to grinding. This temporal feature allows the present D4d-CDMB-8⊃perylene-based system to be used as a time-dependent, colour-based 4th dimension response element in pattern-based information codes. This work highlights how dynamic control over solid-state host-guest molecular motion may be used to induce a tuneable temporal response and provide materials with information storage capability.

scholarly journals Analysis of Solid‐State Luminescence Emission Amplification at Substituted Anthracenes by Host–Guest Complex Formation

2020 ◽  
Vol 26 (72) ◽  
pp. 17288-17288
Author(s):  
Timo Schillmöller ◽  
Paul Niklas Ruth ◽  
Regine Herbst‐Irmer ◽  
Dietmar Stalke
Keyword(s):  
Solid State ◽  
Complex Formation ◽  
Guest Complex ◽  
Luminescence Emission ◽  
Host Guest Complex ◽  
State Luminescence

Supramolecular Solid-State Microlaser Constructed from Pillar[5]arene-Based Host–Guest Complex Microcrystals

2018 ◽  
Vol 140 (46) ◽  
pp. 15651-15654 ◽  
Author(s):  
Bin Hua ◽  
Wei Zhou ◽  
Zhaoliang Yang ◽  
Zhihua Zhang ◽  
Li Shao ◽  
...  
Keyword(s):  
Solid State ◽  
Guest Complex ◽  
Host Guest Complex

scholarly journals Supramolecular Chirogenesis in Bis-Porphyrin: Crystallographic Structure and CD Spectra for a Complex with a Chiral Guanidine Derivative

Symmetry ◽  
2021 ◽  
Vol 13 (2) ◽  
pp. 275
Author(s):  
Irina Osadchuk ◽  
Nele Konrad ◽  
Khai-Nghi Truong ◽  
Kari Rissanen ◽  
Eric Clot ◽  
...  
Keyword(s):  
Solid State ◽  
Computational Simulation ◽  
Spatial Arrangement ◽  
Crystallographic Structure ◽  
Supramolecular Organization ◽  
Cd Spectra ◽  
X Ray Diffraction ◽  
Guest Complex ◽  
X Ray ◽  
Host Guest Complex

The complexation of (3aR,7aR)-N-(3,5-bis(trifluoromethyl)phenyl)octahydro-2H-benzo[d]imidazol-2-imine (BTI), as a guest, to ethane-bridged bis(zinc octaethylporphyrin), bis(ZnOEP), as a host, has been studied by means of ultraviolet-visible (UV-Vis) and circular dichroism (CD) absorption spectroscopies, single crystal X-ray diffraction, and computational simulation. The formation of 1:2 host-guest complex was established by X-ray diffraction and UV-Vis titration studies. Two guest BTI molecules are located at the opposite sides of two porphyrin subunits of bis(ZnOEP) host, which is resting in the anti-conformation. The complexation of BTI molecules proceed via coordination of the imine nitrogens to the zinc ions of each porphyrin subunit of the host. Such supramolecular organization of the complex results in a screw arrangement of the two porphyrin subunits, inducing a strong CD signal in the Soret (B) band region. The corresponding DFT computational studies are in a good agreement with the experimental results and prove the presence of 1:2 host-guest complex as the major component in the solution (97.7%), but its optimized geometry differs from that observed in the solid-state. The UV-Vis and CD spectra simulated by using the solution-state geometry and the TD-DFT/ωB97X-D/cc-pVDZ + SMD (CH2Cl2) level of theory reproduced the experimentally obtained UV-Vis and CD spectra and confirmed the difference between the solid-state and solution structures. Moreover, it was shown that CD spectrum is very sensitive to the spatial arrangement of porphyrin subunits.

Structural interrogation of a cucurbit[7]uril-ferrocene host–guest complex in the solid state: a Raman spectroscopy study

RSC Advances ◽  
2013 ◽  
Vol 3 (5) ◽  
pp. 1354-1358 ◽  
Author(s):  
Yuan Chen ◽  
Agnieszka Klimczak ◽  
Elena Galoppini ◽  
Jenny V. Lockard
Keyword(s):  
Raman Spectroscopy ◽  
Solid State ◽  
Spectroscopy Study ◽  
Guest Complex ◽  
Host Guest Complex
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