Supramolecular structures based on regioisomers of cinnamyl-α-cyclodextrins – new media for capillary separation techniques

• Gabor Benkovics,
• Ondrej Hodek,
• Martina Havlikova,
• Zuzana Bosakova,
• Pavel Coufal,
• Milo Malanga,
• Eva Fenyvesi,
• Andras Darcsi,
• Szabolcs Beni and
• Jindrich Jindrich

Beilstein J. Org. Chem. 2016, 12, 97–109, doi:10.3762/bjoc.12.11

• intermolecular bonding, the formation and decomposition of the SP is at thermodynamic equilibrium, which means that the polymer growth or the destruction of the polymer chain can be adjusted by external stimuli. This reversibility makes SPs promising functional materials and gives them the potential to be easily

Hydroquinone–pyrrole dyads with varied linkers

• Hao Huang,
• Christoffer Karlsson,
• Maria Strømme,
• Martin Sjödin and
• Adolf Gogoll

Beilstein J. Org. Chem. 2016, 12, 89–96, doi:10.3762/bjoc.12.10

• Hao Huang Christoffer Karlsson Maria Stromme Martin Sjodin Adolf Gogoll Nanotechnology and Functional Materials, Department of Engineering Sciences, The Ångström Laboratory, Uppsala University, Box 534, SE-751 21 Uppsala, Sweden Department of Chemistry - BMC, Biomedical Centre, Uppsala University

Supramolecular polymer assembly in aqueous solution arising from cyclodextrin host–guest complexation

• Jie Wang,
• Zhiqiang Qiu,
• Yiming Wang,
• Li Li,
• Xuhong Guo,
• Duc-Truc Pham,
• Stephen F. Lincoln and
• Robert K. Prud’homme

Beilstein J. Org. Chem. 2016, 12, 50–72, doi:10.3762/bjoc.12.7

• with specific biofunctionality. Similar interactions may be utilized in the construction of functional materials. This is demonstrated in supramolecular assemblies based on cyclodextrin host–guest complexation which have attracted considerable interest through their applications in enzyme technology [5

• blocks in supramolecular structures and functional materials. These are exemplified by catenanes [20][21], rotaxanes [21][22][23][24][25], polyrotaxanes [24][25][26][27][28][29], polymers and polymer networks [12][22][26][30][31][32][33][34]. The focus of this review is on recent developments in the

• with (a). 5.4 Redox-responsive materials Redox-responsive hydrogel systems have potential applications as environmentally benign electro-functional materials. Such systems require a redox couple as a central component. One such system is that in which the oxidation states of iron are 0 and I in

Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations

• Tsuyuka Sugiishi,
• Hideki Amii,
• Kohsuke Aikawa and
• Koichi Mikami

Beilstein J. Org. Chem. 2015, 11, 2661–2670, doi:10.3762/bjoc.11.286

• contributed to the advancement of human life and the global demand for organofluorine compounds will continue to increase. Therefore, the introduction of fluorine-containing functional groups into organic molecules is recognized as a general strategy for the design of drugs and functional materials. In fact

Preparation of Pickering emulsions through interfacial adsorption by soft cyclodextrin nanogels

• Shintaro Kawano,
• Toshiyuki Kida,
• Mitsuru Akashi,
• Hirofumi Sato,
• Motohiro Shizuma and
• Daisuke Ono

Beilstein J. Org. Chem. 2015, 11, 2355–2364, doi:10.3762/bjoc.11.257

• to fabricate functional materials such as hollow permeable microcapsules. With regard to biomedical and pharmaceutical fields, emulsifiers derived from natural polymers such as saccharides are attractive compared to Pickering emulsifiers derived from synthetic polymers. Cyclodextrins (CDs) are cyclic

Synthesis, structure, and mechanical properties of silica nanocomposite polyrotaxane gels

• Kazuaki Kato,
• Daisuke Matsui,
• Koichi Mayumi and
• Kohzo Ito

Beilstein J. Org. Chem. 2015, 11, 2194–2201, doi:10.3762/bjoc.11.238

• nanocomposite strategy is promising for the design of relatively hard functional materials, it is not easy to realize soft nanocomposite materials because of the strong interactions at the interface that reduce the polymer chain mobility. For dielectric elastomers expected to be used as actuators and electric

C–H bond halogenation catalyzed or mediated by copper: an overview

• Wenyan Hao and
• Yunyun Liu

Beilstein J. Org. Chem. 2015, 11, 2132–2144, doi:10.3762/bjoc.11.230

• allowed them to be used as precursors in the construction of natural products, medicinal, functional materials and agricultural chemicals [1][2][3][4][5][6]. Therefore, the research toward catalytic generation of C–X bonds constitutes a significant issue in organic synthesis. Electrophilic halogenation of

Supramolecular chemistry: from aromatic foldamers to solution-phase supramolecular organic frameworks

• Zhan-Ting Li

Beilstein J. Org. Chem. 2015, 11, 2057–2071, doi:10.3762/bjoc.11.222

• ], Huc and Lehn [28], and Huc [29] had developed several series of elegant folded frameworks. We thus focused on the creation of extended frameworks, which we expected to be useful for the design of functional materials [30]. In 2004, Zongquan Wu, who is currently a professor at Hefei University of

An efficient synthesis of N-substituted 3-nitrothiophen-2-amines

• Sundaravel Vivek Kumar,
• Shanmugam Muthusubramanian,
• J. Carlos Menéndez and
• Subbu Perumal

Beilstein J. Org. Chem. 2015, 11, 1707–1712, doi:10.3762/bjoc.11.185

• -aminothiophenes have potential applications in the field of functional materials such as liquid crystals [13], nonlinear optical materials (NLOs) [14], organic solar cells [15], photonic polymers [16] and electroluminescent materials [17]. Nitrothiophenes are also important as chemotherapeutic agents and in a few

New tris- and pentakis-fused donors containing extended tetrathiafulvalenes: New positive electrode materials for rechargeable batteries

• Shintaro Iwamoto,
• Yuu Inatomi,
• Daisuke Ogi,
• Satoshi Shibayama,
• Yukiko Murakami,
• Minami Kato,
• Kazuyuki Takahashi,
• Kazuyoshi Tanaka,
• Nobuhiko Hojo and
• Yohji Misaki

Beilstein J. Org. Chem. 2015, 11, 1136–1147, doi:10.3762/bjoc.11.128

• attention as potential components for organic functional materials as well as multi-electron redox systems [1][2][3][4][5]. Fused TTF oligomers [5] are of considerable interest as multi-electron redox systems, because the TTF units strongly interact with each other. For example, a bis-fused TTF, 2,5-bis(1,3

• ]. Fused TTF donors also play important roles in the development of highly functional materials. For example, TTP and its derivatives have yielded a large number of molecular conductors retaining metallic conductivity down to ≤4.2 K, because they have a tendency to construct two-dimensional molecular

Quarternization of 3-azido-1-propyne oligomers obtained by copper(I)-catalyzed azide–alkyne cycloaddition polymerization

• Shun Nakano,
• Akihito Hashidzume and
• Takahiro Sato

Beilstein J. Org. Chem. 2015, 11, 1037–1042, doi:10.3762/bjoc.11.116

• dipole moment and aromaticity, 1,2,3-triazole itself may be a functional group. Polymers composed of dense 1,2,3-triazole moieties on the backbone are thus promising as functional materials. Recently, we have investigated the CuAAC polymerization of 3-azido-1-propyne (AP) using 3-bromo-1-propyne as a

Impact of multivalent charge presentation on peptide–nanoparticle aggregation

• Daniel Schöne,
• Boris Schade,
• Christoph Böttcher and
• Beate Koksch

Beilstein J. Org. Chem. 2015, 11, 792–803, doi:10.3762/bjoc.11.89

• known about the effects of nanoparticles on whole organisms [8]. Furthermore, there is great interest in using biomolecules as components to build up self-assembled supramolecular organic–inorganic hybrid materials for engineering novel functional materials and molecular devices [9][10]. In spite of the

• building blocks to construct functional materials by means of biomolecules. Recent studies have made use of DNA, lipids, peptides, and proteins to build up organic–inorganic hybrid materials [9]. Due to their versatile and unique functionalities, which can be used for catalytic [13], optics [14], and

Synthesis and characterization of pH responsive D-glucosamine based molecular gelators

• Navneet Goyal,
• Hari P. R. Mangunuru,
• Bargav Parikh,
• Sonu Shrestha and
• Guijun Wang

Beilstein J. Org. Chem. 2014, 10, 3111–3121, doi:10.3762/bjoc.10.328

• the controlled release of certain biological agents [17][18][19][20][21][22][23][24][25][26][27]. Molecular gelators containing photo or pH responsive functional groups are able to form multi-stimuli responsive gels. These resulting gels may find applications as advanced soft functional materials [28

Redox active dendronized polystyrenes equipped with peripheral triarylamines

• Toshiki Nokami,
• Naoki Musya,
• Tatsuya Morofuji,
• Keiji Takeda,
• Masahiro Takumi,
• Akihiro Shimizu and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2014, 10, 3097–3103, doi:10.3762/bjoc.10.326

• polymers [2][3][4][5][6][7][8] as scaffolds serves as a useful method for synthesizing organic functional materials having nanosize three-dimensional structures. Although there are many examples of redox-active dendrimers, including those equipped with ferrocene [9][10], triarylamines [11][12][13][14], and

The unexpected influence of aryl substituents in N-aryl-3-oxobutanamides on the behavior of their multicomponent reactions with 5-amino-3-methylisoxazole and salicylaldehyde

• Volodymyr V. Tkachenko,
• Elena A. Muravyova,
• Sergey M. Desenko,
• Oleg V. Shishkin,
• Svetlana V. Shishkina,
• Dmytro O. Sysoiev,
• Thomas J. J. Müller and
• Valentin A. Chebanov

Beilstein J. Org. Chem. 2014, 10, 3019–3030, doi:10.3762/bjoc.10.320

• Volodymyr V. Tkachenko Elena A. Muravyova Sergey M. Desenko Oleg V. Shishkin Svetlana V. Shishkina Dmytro O. Sysoiev Thomas J. J. Muller Valentin A. Chebanov Division of Chemistry of Functional Materials, SSI “Institute for Single Crystals” NAS of Ukraine, Lenin Ave. 60, Kharkiv 61001, Ukraine

Towards the sequence-specific multivalent molecular recognition of cyclodextrin oligomers

• Michael Kurlemann and
• Bart Jan Ravoo

Beilstein J. Org. Chem. 2014, 10, 2428–2440, doi:10.3762/bjoc.10.253

• transferred to artificial systems like peptide nucleic acids (PNA) [33] and extensively used to mimic biological processes [34][35] or to generate functional materials [36]. Host–guest chemistry has been studied in the field of sequence-specific molecular recognition as well. The selective recognition of

Synthesis of new, highly luminescent bis(2,2’-bithiophen-5-yl) substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole

• Anastasia S. Kostyuchenko,
• Vyacheslav L.Yurpalov,
• Aleksandra Kurowska,
• Wojciech Domagala,
• Adam Pron and
• Alexander S. Fisyuk

Beilstein J. Org. Chem. 2014, 10, 1596–1602, doi:10.3762/bjoc.10.165

• . A. P. acknowledges the support of the Foundation for the Polish Science through the project entitled “New solution processable organic and hybrid (organic/inorganic) functional materials for electronics, optoelectronics and spintronics” (Contract no. TEAM/2011–8/6) co-financed by the EU European

Direct and indirect single electron transfer (SET)-photochemical approaches for the preparation of novel phthalimide and naphthalimide-based lariat-type crown ethers

• Dae Won Cho,
• Patrick S. Mariano and
• Ung Chan Yoon

Beilstein J. Org. Chem. 2014, 10, 514–527, doi:10.3762/bjoc.10.47

• Dae Won Cho Patrick S. Mariano Ung Chan Yoon Department of Chemistry, Yeungnam University, Gyeongsan, Gyeongbuk 712-749, Korea Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, NM 87131, USA Department of Chemistry and Chemistry Institute of Functional Materials

Practical synthesis of aryl-2-methyl-3-butyn-2-ols from aryl bromides via conventional and decarboxylative copper-free Sonogashira coupling reactions

• Andrea Caporale,
• Stefano Tartaggia,
• Andrea Castellin and
• Ottorino De Lucchi

Beilstein J. Org. Chem. 2014, 10, 384–393, doi:10.3762/bjoc.10.36

• terminal acetylenes is the most straightforward method for the preparation of substituted alkynes [1][2][3][4][5][6], which are extensively used as building blocks in a great number of applications including the synthesis of pharmaceuticals [7][8][9], natural products and organic functional materials [10

Triphenylene discotic liquid crystal trimers synthesized by Co₂(CO)₈-catalyzed terminal alkyne [2 + 2 + 2] cycloaddition

• Bin Han,
• Ping Hu,
• Bi-Qin Wang,
• Carl Redshaw and
• Ke-Qing Zhao

Beilstein J. Org. Chem. 2013, 9, 2852–2861, doi:10.3762/bjoc.9.321

• DLC oligomers can be divided into conventional organic reactions and transition metal-catalyzed synthetic methods. The use of transition metal-mediated reactions for constructing new organic functional materials is more efficient and therefore attractive. Our group has embarked upon a program to use

Ambient gold-catalyzed O-vinylation of cyclic 1,3-diketone: A vinyl ether synthesis

• Yumeng Xi,
• Boliang Dong and
• Xiaodong Shi

Beilstein J. Org. Chem. 2013, 9, 2537–2543, doi:10.3762/bjoc.9.288

• products are highly functional materials, which can be easily extended to complex molecules through simple transformations. 1,3-Cyclohexanedione and phenylacetylene were used as the model substrates for the evaluation of various gold catalysts. As shown in Table 1, the use of Ph3PAuCl/AgOTf (5%) gave an

Oxidative 3,3,3-trifluoropropylation of arylaldehydes

• Akari Ikeda,
• Masaaki Omote,
• Shiho Nomura,
• Miyuu Tanaka,
• Atsushi Tarui,
• Kazuyuki Sato and
• Akira Ando

Beilstein J. Org. Chem. 2013, 9, 2417–2421, doi:10.3762/bjoc.9.279

• , agricultural chemicals, and functional materials because trifluoromethylation of such chemicals often significantly improves their performance [1][2][3][4][5][6]. To date, the trifluoromethylation of carbonyl compounds [7][8][9][10] and aryl halides [11][12][13] has been extensively explored. On the other hand

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

• of their unique properties and numerous potential applications in fields such as the stabilization of organic photochromatic materials, the templated synthesis of nanostructured and functional materials, the controlled release drugs systems, the capture of spilled pollutants in the environment

Homolytic substitution at phosphorus for C–P bond formation in organic synthesis

• Hideki Yorimitsu

Beilstein J. Org. Chem. 2013, 9, 1269–1277, doi:10.3762/bjoc.9.143

• compounds in a wide range of applications in organic chemistry, as reagents, intermediates, ligands, bioactive agents, and functional materials [1][2][3][4]. The synthesis of organophosphorus compounds has therefore been extensively investigated (Scheme 1). Classical methods to form a C–P bond include ionic

Ring-opening reaction of 2,5-dioctyldithieno[2,3-b:3',2'-d]thiophene in the presence of aryllithium reagents

• Hao Zhong,
• Jianwu Shi,
• Jianxun Kang,
• Shaomin Wang,
• Xinming Liu and
• Hua Wang

Beilstein J. Org. Chem. 2013, 9, 767–774, doi:10.3762/bjoc.9.87

• Hao Zhong Jianwu Shi Jianxun Kang Shaomin Wang Xinming Liu Hua Wang Key Lab for Special Functional Materials of Ministry of Education, Henan University, Kaifeng, 475004, China Department of Chemistry, Zhengzhou University, Zhengzhou, 450001, China 10.3762/bjoc.9.87 Abstract In this paper, the

• . To construct DTT functional materials, deprotonation of DTT with organolithium reagents seems to be one of the most important approaches. However, the ring-opening reaction of DTT leading to the cleavage of the center ring can be observed in the presence of n-BuLi. In our previous work, we reported