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Search for "supramolecular chemistry" in Full Text gives 218 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Water-soluble host–guest complexes between fullerenes and a sugar-functionalized tribenzotriquinacene assembling to microspheres

  • Si-Yuan Liu,
  • Xin-Rui Wang,
  • Man-Ping Li,
  • Wen-Rong Xu and
  • Dietmar Kuck

Beilstein J. Org. Chem. 2020, 16, 2551–2561, doi:10.3762/bjoc.16.207

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  • : fullerenes; host–guest systems; microspheres; supramolecular chemistry; tribenzotriquinacene; Introduction In the field of supramolecular chemistry, host–guest association through noncovalent interactions is an interesting and exciting topic, especially for the encapsulation of various fullerenes, such as
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Published 14 Oct 2020

NMR Spectroscopy of supramolecular chemistry on protein surfaces

  • Peter Bayer,
  • Anja Matena and
  • Christine Beuck

Beilstein J. Org. Chem. 2020, 16, 2505–2522, doi:10.3762/bjoc.16.203

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  • interaction of proteins with their interaction partners, both biomolecules and synthetic ligands. In recent years, the focus in chemistry has kept expanding from targeting small binding pockets in proteins to recognizing patches on protein surfaces, mostly via supramolecular chemistry, with the goal to
  • modulate protein–protein interactions. Here we present NMR methods that have been applied to characterize these molecular interactions and discuss the challenges of this endeavor. Keywords: molecular recognition; NMR; protein ligand interaction; protein surfaces; supramolecular chemistry; Introduction In
  • as distance of targeted residues and their dynamics - must be taken into account. Supramolecular chemistry is ideally suited to address these challenges because it merges the knowledge of non-covalent molecular recognition with the possibility to combine multiple recognition units into one molecule
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Published 09 Oct 2020

Hierarchically assembled helicates as reaction platform – from stoichiometric Diels–Alder reactions to enamine catalysis

  • David Van Craen,
  • Jenny Begall,
  • Johannes Großkurth,
  • Leonard Himmel,
  • Oliver Linnenberg,
  • Elisabeth Isaak and
  • Markus Albrecht

Beilstein J. Org. Chem. 2020, 16, 2338–2345, doi:10.3762/bjoc.16.195

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  • providing the stereoinformation necessary for induction during the C–C bond formation. Catalytic approaches for C–C bond-forming reactions even found their way into the relatively young field of supramolecular chemistry, e.g., regioselective Diels–Alder reactions within supramolecular hosts as described by
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Published 24 Sep 2020

Host–guest interaction of cucurbit[8]uril with oroxin A and its effect on the properties of oroxin A

  • Zhishu Zeng,
  • Jun Xie,
  • Guangyan Luo,
  • Zhu Tao and
  • Qianjun Zhang

Beilstein J. Org. Chem. 2020, 16, 2332–2337, doi:10.3762/bjoc.16.194

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  • Zhishu Zeng Jun Xie Guangyan Luo Zhu Tao Qianjun Zhang Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, No. 2708, South Section of Huaxi Avenue, Huaxi, Guiyang 550025, China 10.3762/bjoc.16.194 Abstract In this study, we investigated the host
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Published 22 Sep 2020

Synthetic approaches to bowl-shaped π-conjugated sumanene and its congeners

  • Shakeel Alvi and
  • Rashid Ali

Beilstein J. Org. Chem. 2020, 16, 2212–2259, doi:10.3762/bjoc.16.186

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  • generation of versatile functional organic materials. On the basis of this concept, in recent years, a handful of appealing molecules and materials have been synthesized and due to which nanotechnology as well as supramolecular chemistry are continuously attracting the recent attention of researchers
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Published 09 Sep 2020

Models of necessity

  • Timothy Clark and
  • Martin G. Hicks

Beilstein J. Org. Chem. 2020, 16, 1649–1661, doi:10.3762/bjoc.16.137

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  • representations, is non-redundant in order to avoid dependencies within the ML process. These requirements are imposed by external conditions and likely future applications. Requirement (1), for instance, must in future include supramolecular chemistry, which means that the models should be able to reproduce
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Published 13 Jul 2020

[3 + 2] Cycloaddition with photogenerated azomethine ylides in β-cyclodextrin

  • Margareta Sohora,
  • Leo Mandić and
  • Nikola Basarić

Beilstein J. Org. Chem. 2020, 16, 1296–1304, doi:10.3762/bjoc.16.110

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  • achieved by use of supramolecular chemistry [36][37]. For example, stereoselectivity has been reported for photochemical reactions taking place in the inclusion complexes with CD [38][39][40][41] or structurally modified CDs [42][43][44][45][46][47]. Since β-CD is often used in pharmaceutical applications
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Published 12 Jun 2020

Exploring the scope of DBU-promoted amidations of 7-methoxycarbonylpterin

  • Anna R. Bockman and
  • Jeffrey M. Pruet

Beilstein J. Org. Chem. 2020, 16, 509–514, doi:10.3762/bjoc.16.46

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  • attractive scaffold in the field of supramolecular chemistry, due to their well-defined donor/acceptor hydrogen-bonding arrays [10][11]. One limitation often encountered with the synthesis of structurally diverse pterins is the notorious insolubility in most solvents. This can be dealt with by preemptive
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Published 26 Mar 2020

Halogen-bonding-induced diverse aggregation of 4,5-diiodo-1,2,3-triazolium salts with different anions

  • Xingyu Xu,
  • Shiqing Huang,
  • Zengyu Zhang,
  • Lei Cao and
  • Xiaoyu Yan

Beilstein J. Org. Chem. 2020, 16, 78–87, doi:10.3762/bjoc.16.10

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  • ], diiodoacetylene [15] and iodo/bromoethynyl moieties [16] have revealed that the XB-donors interacting with XB-acceptors (a nucleophilic region) are in approximately linear orientation. Besides, linearity, tunability and hydrophobicity (features of the XB ) are widely applied in crystal engineering, supramolecular
  • chemistry, anion recognition, organocatalysis, materials science and tuning of biomolecular systems [17][18][19][20][21][22][23][24][25][26][27]. 1,2,3-Triazole-based XB-donors, such as 5-iodo-1,2,3-triazoles A [28][29][30][31][32][33] and 5-iodo-1,2,3-triazolium B [34][35][36][37] (Figure 1), are promising
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Published 13 Jan 2020

The interaction between cucurbit[8]uril and baicalein and the effect on baicalein properties

  • Xiaodong Zhang,
  • Jun Xie,
  • Zhiling Xu,
  • Zhu Tao and
  • Qianjun Zhang

Beilstein J. Org. Chem. 2020, 16, 71–77, doi:10.3762/bjoc.16.9

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  • Xiaodong Zhang Jun Xie Zhiling Xu Zhu Tao Qianjun Zhang Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025, China 10.3762/bjoc.16.9 Abstract The host–guest interactions between baicalein (BALE) and cucurbit[8]uril (Q[8]) and the
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Published 10 Jan 2020

A chiral self-sorting photoresponsive coordination cage based on overcrowded alkenes

  • Constantin Stuckhardt,
  • Diederik Roke,
  • Wojciech Danowski,
  • Edwin Otten,
  • Sander J. Wezenberg and
  • Ben L. Feringa

Beilstein J. Org. Chem. 2019, 15, 2767–2773, doi:10.3762/bjoc.15.268

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  • rotation upon irradiation with light [38][39][40]. Moreover, they can be used as chiroptical multistate switches to control various functions in areas such as catalysis [41][42][43], soft materials [43][44][45] and supramolecular chemistry [46][47]. Employing molecular motors as ligands in SCCs provides an
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Published 15 Nov 2019

A combinatorial approach to improving the performance of azoarene photoswitches

  • Joaquin Calbo,
  • Aditya R. Thawani,
  • Rosina S. L. Gibson,
  • Andrew J. P. White and
  • Matthew J. Fuchter

Beilstein J. Org. Chem. 2019, 15, 2753–2764, doi:10.3762/bjoc.15.266

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  • including imaging applications [20], photopharmacology [21], supramolecular chemistry [22][23], responsive foams [24], coordination chemistry [25] and DNA nanotechnology [26][27]. Whilst the azopyrazoles have excellent properties for use in a variety of photo-addressable applications, it remains frustrating
  • -fluoroazopyrazole as part of their study of the supramolecular chemistry of these systems. Irradiating their compound at 365 nm enables near quantitative E→Z conversion, however, the 520 nm PSS provides 55% of the E-isomer. In water, this compound possesses a thermal half-life of >11 days. Herein, we present
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Published 14 Nov 2019

Formation of alkyne-bridged ferrocenophanes using ring-closing alkyne metathesis on 1,1’-diacetylenic ferrocenes

  • Celine Bittner,
  • Dirk Bockfeld and
  • Matthias Tamm

Beilstein J. Org. Chem. 2019, 15, 2534–2543, doi:10.3762/bjoc.15.246

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  • of conjugated diynes (DYCM) is promoted by the benzylidyne tungsten complex II with silanolate ligands (X = OSi(Ot-Bu)3) [21][22]; this catalyst is also active in classical alkyne metathesis [23]. Complex III with chelating phenoxide ligands [24][25][26][27] is mostly applied in supramolecular
  • chemistry [28][29][30][31][32], used for instance in the preparation of aryleneethynylene macrocycles and cages through alkyne metathesis [33][34][35][36][37][38][39]. Additionally, already since the 1980s the influence of fluorinated and unfluorinated alkoxide ligands has been widely investigated [40][41
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Published 24 Oct 2019

Anion-driven encapsulation of cationic guests inside pyridine[4]arene dimers

  • Anniina Kiesilä,
  • Jani O. Moilanen,
  • Anneli Kruve,
  • Christoph A. Schalley,
  • Perdita Barran and
  • Elina Kalenius

Beilstein J. Org. Chem. 2019, 15, 2486–2492, doi:10.3762/bjoc.15.241

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  • vital importance to understand the supramolecular chemistry of pyridinearenes. Interestingly, ternary complexes of 12 containing both cation and solvent are not observed in either of the ESI-MS modes, even though in earlier studies such complexes were observed with solvent and anion [11]. This points to
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Published 21 Oct 2019

1,2,3-Triazolium macrocycles in supramolecular chemistry

  • Mastaneh Safarnejad Shad,
  • Pulikkal Veettil Santhini and
  • Wim Dehaen

Beilstein J. Org. Chem. 2019, 15, 2142–2155, doi:10.3762/bjoc.15.211

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  • macrocycles and focus on their application in different areas of supramolecular chemistry. The synthesis is mostly relying on the well-known “click reaction” (CuAAC) leading to 1,4-disubstituted 1,2,3-triazoles that then can be quaternized. Applications of triazolium macrocycles thus prepared include
  • -triazolium macrocycles; Review 1. Introduction Supramolecular chemistry – “The chemistry beyond the molecule” [1] – is an ever growing interdisciplinary area has emerged from the early host–guest chemistry to more elaborate bio-inspired supramolecular aggregates by exploiting various noncovalent
  • critical role of negatively charged species in numerous biological, environmental, chemical and medicinal processes, anion receptors and transporters play an important role in supramolecular chemistry [17][29]. Thus, diverse anion receptors based on 1,2,3-triazolium recognition elements have been reported
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Published 12 Sep 2019

Multiple threading of a triple-calix[6]arene host

  • Veronica Iuliano,
  • Roberta Ciao,
  • Emanuele Vignola,
  • Carmen Talotta,
  • Patrizia Iannece,
  • Margherita De Rosa,
  • Annunziata Soriente,
  • Carmine Gaeta and
  • Placido Neri

Beilstein J. Org. Chem. 2019, 15, 2092–2104, doi:10.3762/bjoc.15.207

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  • Veronica Iuliano Roberta Ciao Emanuele Vignola Carmen Talotta Patrizia Iannece Margherita De Rosa Annunziata Soriente Carmine Gaeta Placido Neri Laboratory of Supramolecular Chemistry, Dipartimento di Chimica e Biologia " A. Zambelli", Università di Salerno, Via Giovanni Paolo II 132, 84084
  • stereoselective formation of endo-alkyl pseudo[n]rotaxane stereoisomers. Keywords: calixarene; multiple-threading; pseudo[n]rotaxane; stereoisomers; Introduction The self-assembly [1] of smaller components to larger aggregates represents one of the most spectacular phenomena in supramolecular chemistry [2][3][4
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Published 03 Sep 2019

Synthesis and anion binding properties of phthalimide-containing corona[6]arenes

  • Meng-Di Gu,
  • Yao Lu and
  • Mei-Xiang Wang

Beilstein J. Org. Chem. 2019, 15, 1976–1983, doi:10.3762/bjoc.15.193

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  • ]tetrazines a useful macrocyclic platform for the study of supramolecular chemistry. Applications of the phthalimide-containing functionalized O6-corona[3]arene[3]tetrazines are being actively perused and results will be reported in due course. Experimental General procedure for the synthesis of 3a–e. To a
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Published 21 Aug 2019
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  • ; supramolecular chemistry; Introduction Despite of the great progress that has been made in supramolecular chemistry in polar and aqueous media, formation of discrete ordered supramolecular associates with precise patterns of noncovalent interactions still presents a challenge [1][2]. Especially self-assembly
  • Bartosz Setner Agnieszka Szumna Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland 10.3762/bjoc.15.187 Abstract Directional self‐assembly of conformationally well-defined complexes in polar environment is still a major challenge in supramolecular
  • chemistry. In the present study we demonstrate that resorcin[4]arene sulfonic acid (RSA) interacts with chiral amines (amino acid derivatives and aminocavitands) to form inclusion complexes and capsules based on electrostatic interactions. The complexes were characterized by circular dichroism and DOSY NMR
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Published 12 Aug 2019

Novel macrocycles – and old ones doing new tricks

  • Wei Jiang and
  • Christoph A. Schalley

Beilstein J. Org. Chem. 2019, 15, 1838–1839, doi:10.3762/bjoc.15.178

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  • 10.3762/bjoc.15.178 Keywords: macrocycles; supramolecular chemistry; Macrocycles [1] are the workhorses in supramolecular chemistry. Many basic supramolecular concepts have been developed through studying crown ethers, cryptands, podands and spherands in the 1970s and 1980s. For these contributions
  • , macrocycles played a central role for the fundamental science that established supramolecular chemistry as an independent field of chemical research as well as for its applications in contemporary research on functional supramolecules and materials. Nowadays, the use of macrocycles has significantly
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Published 01 Aug 2019

Complexation of 2,6-helic[6]arene and its derivatives with 1,1′-dimethyl-4,4′-bipyridinium salts and protonated 4,4'-bipyridinium salts: an acid–base controllable complexation

  • Jing Li,
  • Qiang Shi,
  • Ying Han and
  • Chuan-Feng Chen

Beilstein J. Org. Chem. 2019, 15, 1795–1804, doi:10.3762/bjoc.15.173

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  • groups. They have exhibited wide potential applications in supramolecular chemistry [31][32][33][34][35][36] for their unique structures and electron-rich cavities. In this paper, we report the complexation between 2,6-helic[6]arene and its four derivatives with 1,1′-dimethyl-4,4′-bipyridinium and
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Published 26 Jul 2019

Host–guest interactions in nor-seco-cucurbit[10]uril: novel guest-dependent molecular recognition and stereoisomerism

  • Xiaodong Zhang,
  • Wei Wu,
  • Zhu Tao and
  • Xin-Long Ni

Beilstein J. Org. Chem. 2019, 15, 1705–1711, doi:10.3762/bjoc.15.166

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  • Xiaodong Zhang Wei Wu Zhu Tao Xin-Long Ni Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province, Guizhou University, Guiyang 550025, China 10.3762/bjoc.15.166 Abstract The unique monomer and excimer fluorescence emissions of pyrene were first exploited as distinctly
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Published 19 Jul 2019

An azobenzene container showing a definite folding – synthesis and structural investigation

  • Abdulselam Adam,
  • Saber Mehrparvar and
  • Gebhard Haberhauer

Beilstein J. Org. Chem. 2019, 15, 1534–1544, doi:10.3762/bjoc.15.156

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  • the high dispersion energy in the compact cis,cis-isomer. Keywords: azobenzene; macrocycles; molecular switch; Introduction In supramolecular chemistry rigid scaffolds are required to arrange different recognition units in predefined distances and spatial orientation to each other [1]. One example
  • possible, should lead to containers which are due to their foldable feature promising candidates for applications in supramolecular chemistry. Experimental General remarks: All chemicals were reagent grade and were used as purchased. Reactions were monitored by TLC analysis with silica gel 60 F254 thin
  • Abdulselam Adam Saber Mehrparvar Gebhard Haberhauer Institut für Organische Chemie, Universität Duisburg-Essen, Universitätsstr. 7, D-45117 Essen, Germany 10.3762/bjoc.15.156 Abstract The combination of photo-switchable units with macrocycles is a very interesting field in supramolecular
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Published 10 Jul 2019

2,3-Dibutoxynaphthalene-based tetralactam macrocycles for recognizing precious metal chloride complexes

  • Li-Li Wang,
  • Yi-Kuan Tu,
  • Huan Yao and
  • Wei Jiang

Beilstein J. Org. Chem. 2019, 15, 1460–1467, doi:10.3762/bjoc.15.146

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  • –guest chemistry; macrocycles; molecular recognition; precious metal chloride complexes; Introduction Macrocyclic receptors are the major workhorses in supramolecular chemistry. Design and synthesis of new macrocyclic receptors with new properties is always attractive but is also challenging [1
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Published 02 Jul 2019

Introduction of an isoxazoline unit to the β-position of porphyrin via regioselective 1,3-dipolar cycloaddition reaction

  • Xiujun Liu,
  • Xiang Ma and
  • Yaqing Feng

Beilstein J. Org. Chem. 2019, 15, 1434–1440, doi:10.3762/bjoc.15.143

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  • enantiomers of 3a is present, which assembled to a dimeric structure with the fifth chelation of a Zn2+ ion by the carbonyl group of the other molecule. The self-dimerization property of 3a may be utilized in supramolecular chemistry [50][51][52][53]. Experimental 1: Porphyrin phosphonium salt 1 was prepared
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Published 28 Jun 2019

Reversible end-to-end assembly of selectively functionalized gold nanorods by light-responsive arylazopyrazole–cyclodextrin interaction

  • Maximilian Niehues,
  • Patricia Tegeder and
  • Bart Jan Ravoo

Beilstein J. Org. Chem. 2019, 15, 1407–1415, doi:10.3762/bjoc.15.140

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  • linker molecule (dAAP) led to light-responsive reversible self-assembly of AuNR in an end-to-end manner as depicted in Scheme 1 to open up a novel strategy for the design of hybrid nanomaterials by supramolecular chemistry. Results and Discussion The AuNR (length: 58 nm, width: 25 nm, aspect-ratio: 2.3
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Published 26 Jun 2019
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