Homochiral BINOL-based macrocycles with π-electron-rich, electron-withdrawing or extended spacing units as receptors for C₆₀

• Marco Caricato,
• Silvia Díez González,
• Idoia Arandia Ariño and
• Dario Pasini

Beilstein J. Org. Chem. 2014, 10, 1308–1316, doi:10.3762/bjoc.10.132

• cyclic adducts exhibit recognition properties towards C60 in toluene solutions (up to log Ka = 3.2) with variable stoichiometries and variable intensities of the charge-tranfer band upon complexation. Keywords: BINOL; C60; carbon nanomaterials; carbon nanostructures; chirality; macrocycles; sensors

• ; supramolecular chemistry; Introduction Shape persistent macrocycles are carbon-based nanomaterials and are more and more in demand. They enrich the molecular toolkit available to a variety of disciplines, e.g., supramolecular chemistry and materials science [1][2][3][4]. Shape persistency properties are

• . These binaphthyl-based hosts may also be utilized as chiroptical sensors for chiral carbon-based nanomaterials in functional nanochemical environments. Experimental General experimental. All commercially available compounds were purchased from commercial sources and used as received. Compounds (R)-1 [40

Site-selective covalent functionalization at interior carbon atoms and on the rim of circumtrindene, a C₃₆H₁₂ open geodesic polyarene

• Hee Yeon Cho,
• Ronald B. M. Ansems and
• Lawrence T. Scott

Beilstein J. Org. Chem. 2014, 10, 956–968, doi:10.3762/bjoc.10.94

• reactions and to probe the magnetic environment of the concave/convex space around the hydrocarbon bowl. For both classes of functionalization, computational results are reported to complement the experimental observations. Keywords: Bingel–Hirsch reaction; buckybowl; carbon nanomaterials; cyclopropanation

Columnar/herringbone dual crystal packing of pyrenylsumanene and its photophysical properties

• Binod Babu Shrestha,
• Shuhei Higashibayashi and
• Hidehiro Sakurai

Beilstein J. Org. Chem. 2014, 10, 841–847, doi:10.3762/bjoc.10.80

• emission with high quantum yield (0.82) was observed for pyrenylsumanene in solution, while excimer-type red-shifted emission was evident in the crystalline phase. Keywords: carbon nanomaterials; columnar crystal packing; fluorescence; herringbone; pyrenylsumanene; Introduction Buckybowls – bowl-shaped

Thermodynamically stable [4 + 2] cycloadducts of lanthanum-encapsulated endohedral metallofullerenes

• Yuta Takano,
• Yuki Nagashima,
• M. Ángeles Herranz,
• Nazario Martín and
• Takeshi Akasaka

Beilstein J. Org. Chem. 2014, 10, 714–721, doi:10.3762/bjoc.10.65

• metallofullerene derivatives for the use in material science. Keywords: carbon nanomaterials; dynamic NMR; endofullerenes; La2@C80; La@C82; sultine; Introduction Endohedral metallofullerenes (EMFs) are a family of nanocarbons, which encapsulated one or more metal atoms inside a hollow carbon cage [1][2][3][4

Polyglycerol-functionalized nanodiamond as a platform for gene delivery: Derivatization, characterization, and hybridization with DNA

• Li Zhao,
• Yuki Nakae,
• Hongmei Qin,
• Tadamasa Ito,
• Takahide Kimura,
• Hideto Kojima,
• Lawrence Chan and
• Naoki Komatsu

Beilstein J. Org. Chem. 2014, 10, 707–713, doi:10.3762/bjoc.10.64

• confirmed by gel retardation assay that ND-PG-Arg8 and ND-PG-Lys8 with higher zeta potential hybridized with plasmid DNA (pDNA) through electrostatic attraction, making them promising as nonviral vectors for gene delivery. Keywords: carbon-nanomaterials; click chemistry; DNA; gene delivery; nanodiamond

• surface area [3][4][5][6]. In addition, various functions can be added to ND through organic reactions on the ND surface [4][5][7][8][9][10][11]. In this sense, ND has an advantage over non-carbonaceous nanomaterials, because the methodology in synthetic organic chemistry can be applied to the ND surface

Tuning the interactions between electron spins in fullerene-based triad systems

• Maria A. Lebedeva,
• Thomas W. Chamberlain,
• E. Stephen Davies,
• Bradley E. Thomas,
• Martin Schröder and
• Andrei N. Khlobystov

Beilstein J. Org. Chem. 2014, 10, 332–343, doi:10.3762/bjoc.10.31

• -fullerene spacing. The shorter oxalate-bridged triads exhibit stronger spin–spin coupling with triplet character, while in the longer terephthalate-bridged triads the intramolecular spin–spin coupling is significantly reduced. Keywords: carbon nanomaterials; electrochemistry; EPR; fullerene dimers

Self-assembly of 2,3-dihydroxycholestane steroids into supramolecular organogels as a soft template for the in-situ generation of silicate nanomaterials

• Valeria C. Edelsztein,
• Andrea S. Mac Cormack,
• Matías Ciarlantini and
• Pablo H. Di Chenna

Beilstein J. Org. Chem. 2013, 9, 1826–1836, doi:10.3762/bjoc.9.213

Gallium-containing polymer brush film as efficient supported Lewis acid catalyst in a glass microreactor

• Rajesh Munirathinam,
• Roberto Ricciardi,
• Richard J. M. Egberink,
• Jurriaan Huskens,
• Michael Holtkamp,
• Herbert Wormeester,
• Uwe Karst and
• Willem Verboom

Beilstein J. Org. Chem. 2013, 9, 1698–1704, doi:10.3762/bjoc.9.194

• of Münster, Institute of Inorganic and Analytical Chemistry, Corrensstr. 28/30, 48149 Münster, Germany, Laboratory of Physics of Interfaces and Nanomaterials, MESA+ Institute for Nanotechnology, University of Twente, P.O. Box 217, 7500 AE Enschede, The Netherlands 10.3762/bjoc.9.194 Abstract

Efficient continuous-flow synthesis of novel 1,2,3-triazole-substituted β-aminocyclohexanecarboxylic acid derivatives with gram-scale production

• Sándor B. Ötvös,
• Ádám Georgiádes,
• István M. Mándity,
• Lóránd Kiss and
• Ferenc Fülöp

Beilstein J. Org. Chem. 2013, 9, 1508–1516, doi:10.3762/bjoc.9.172

• difference was observed between the performances of the two methods. Ferrocene-triazole conjugates play a crucial role in the labelling and detection of various systems, such as biomolecules, polymers, nanomaterials and supramolecular assemblies [70]. They also have potential applications in medicinal

A³-Coupling catalyzed by robust Au nanoparticles covalently bonded to HS-functionalized cellulose nanocrystalline films

• Jian-Lin Huang,
• Derek G. Gray and
• Chao-Jun Li

Beilstein J. Org. Chem. 2013, 9, 1388–1396, doi:10.3762/bjoc.9.155

• show lower catalytic activities compared with homogeneous catalysts, which may be caused by blocking the diffusion and adsorption of organic reactant molecules and products or the poor dispersion of active sites [22][23]. Cellulose nanocrystals (CNCs) have emerged as a new class of nanomaterials owing

• for CNCs include nanocomposite formulation, polymer reinforcement, drug delivery [27], enzyme immobilization [28], biomedical applications [29] and as templates for the synthesis of nanomaterials [30]. The deposition of metal nanoparticles onto the surface of CNCs can lead to new nano-heterogeneous

The synthesis of well-defined poly(vinylbenzyl chloride)-grafted nanoparticles via RAFT polymerization

• John Moraes,
• Kohji Ohno,
• Guillaume Gody,
• Thomas Maschmeyer and
• Sébastien Perrier

Beilstein J. Org. Chem. 2013, 9, 1226–1234, doi:10.3762/bjoc.9.139

• polymerization (DP, i.e., the number of monomers per chain) [3][4]. RAFT polymerization has been used to generate a very large range of materials ranging from polymeric architectures to nanomaterials and hybrid materials [5][6][7][8][9]. In particular, RAFT has had a major impact in addressing the challenge of

Spin state switching in iron coordination compounds

• Philipp Gütlich,
• Ana B. Gaspar and
• Yann Garcia

Beilstein J. Org. Chem. 2013, 9, 342–391, doi:10.3762/bjoc.9.39

• phenomenon encompasses mono-, oligo- and polynuclear iron(II) complexes and cages, polymeric 1D, 2D and 3D systems, nanomaterials, and polyfunctional materials that combine spin crossover with another physical or chemical property. Keywords: cages; iron(II) coordination compounds; physical techniques

• -, oligonuclear and higher nuclearity complexes, polymeric 1D, 2D and 3D systems, 1D chain compounds and 2D and 3D networks, SCO in nanomaterials, and soft matter, such as metallomesogens, as examples for the main current objectives in SCO research, viz. synthesizing so-called multifunctional materials, which

Synthesis and anion recognition properties of shape-persistent binaphthyl-containing chiral macrocyclic amides

• Marco Caricato,
• Nerea Jordana Leza,
• Claudia Gargiulli,
• Giuseppe Gattuso,
• Daniele Dondi and
• Dario Pasini

Beilstein J. Org. Chem. 2012, 8, 967–976, doi:10.3762/bjoc.8.109

• information, not only in the field of asymmetric synthesis and catalysis, but also in materials science [19][20][21][22][23][24]. During the course of our ongoing efforts dealing with the use of binol-based synthons for the production of functional, oriented nanomaterials and chiroptical sensors [25][26][27

Protonation and deprotonation induced organo/hydrogelation: Bile acid derived gelators containing a basic side chain

• Uday Maitra and
• Arkajyoti Chakrabarty

Beilstein J. Org. Chem. 2011, 7, 304–309, doi:10.3762/bjoc.7.40

• properties, such as stimuli sensitivity. Their self-assembly in nanoscale superstructures are likely to have important implications in accessing functional nanomaterials [1]. The types of superstructures generated by the SAFINs (Self-Assembled Fibrillar Networks) include fibres, rods, and ribbons. Such self

Functional properties of metallomesogens modulated by molecular and supramolecular exotic arrangements

• Alessandra Crispini,
• Mauro Ghedini and
• Daniela Pucci

Beilstein J. Org. Chem. 2009, 5, No. 54, doi:10.3762/bjoc.5.54

• soft materials with non-conventional structures. Platinum(II) and Zinc(II) For the less explored Pt(II) and Zn(II) metal centres versatile 2,2′-bipyridines have been selected since they are well-known building blocks for the formation of inorganic functional nanomaterials [51]. The complexation of non