Synthesis and photophysical properties of novel benzophospholo[3,2-b]indole derivatives

• Mio Matsumura,
• Mizuki Yamada,
• Atsuya Muranaka,
• Misae Kanai,
• Naoki Kakusawa,
• Daisuke Hashizume,
• Masanobu Uchiyama and
• Shuji Yasuike

Beilstein J. Org. Chem. 2017, 13, 2304–2309, doi:10.3762/bjoc.13.226

• phospholium salt, and the borane complex showed a high fluorescence emission. Further investigations are underway to develop functional materials including electronic devices and evaluate the physicochemical properties of these compounds by synthetic, theoretical, and spectroscopic studies. Phosphole-based

Synthesis and application of trifluoroethoxy-substituted phthalocyanines and subphthalocyanines

• Satoru Mori and
• Norio Shibata

Beilstein J. Org. Chem. 2017, 13, 2273–2296, doi:10.3762/bjoc.13.224

• to metabolism and oxidation compared to non-fluorinated compounds. In addition to their stability, perfluorinated compounds exhibit non-tackiness, low friction, and the ability to repel water and oil [24]. Therefore, they are used as functional materials such as fluorocarbon polymer. Fluorine is also

• compounds. By introducing a fluorine atom, phthalocyanines are also expected to become novel functional materials that reflect the specific properties of the fluorine atom. Fluorine-containing phthalocyanines have been found to behave differently from non-fluorine phthalocyanines due to the specific

• , various TFEO-Pcs can be conveniently prepared, setting a path for the development of more functional materials. Synthesis of di- and trinuclear trifluoroethoxy-substituted phthalocyanines and investigation of their aggregation properties Di- or trinuclear phthalocyanines can be highly functionalized

Mechanically induced oxidation of alcohols to aldehydes and ketones in ambient air: Revisiting TEMPO-assisted oxidations

• Andrea Porcheddu,
• Evelina Colacino,
• Giancarlo Cravotto,
• Francesco Delogu and
• Lidia De Luca

Beilstein J. Org. Chem. 2017, 13, 2049–2055, doi:10.3762/bjoc.13.202

• Functional Materials: Synthesis and Characterization with Focus on the Specific Interactions between Solid Surfaces and Biomacromolecules“ (RICALTRO_CTC_2017_RAS_MONDUZZI) and by Fondazione Banco di Sardegna with the projects: RICALTRO_CTC_2017_FBS_MONDUZZI. The “Teach Mob – Teaching Staff Mobility Programme

An efficient Pd–NHC catalyst system in situ generated from Na₂PdCl₄ and PEG-functionalized imidazolium salts for Mizoroki–Heck reactions in water

• Nan Sun,
• Meng Chen,
• Liqun Jin,
• Wei Zhao,
• Baoxiang Hu,
• Zhenlu Shen and
• Xinquan Hu

Beilstein J. Org. Chem. 2017, 13, 1735–1744, doi:10.3762/bjoc.13.168

• -catalyzed cross-coupling reactions to form C–C bonds are very powerful synthetic tools in modern organic synthesis [7]. With their increasing applications in the synthesis of pharmaceuticals, natural products and functional materials [8][9][10], moving these useful transformations to occurring in aqueous

Synthesis and metal binding properties of N-alkylcarboxyspiropyrans

• Alexis Perry and
• Christina J. Kousseff

Beilstein J. Org. Chem. 2017, 13, 1542–1550, doi:10.3762/bjoc.13.154

• stabilisation and that only beyond a threshold distance does hydrogen bond donation of the carboxylic acid become important. This is a key point in designing functional materials based on N-alkylcarboxyspiropyrans. Conclusion In summary, we have developed a high-yielding, two-step synthesis of N

• spiropyran–merocyanine equilibria. Consequently, the results of this study will impact upon the design and synthesis of dynamic functional materials based on spiropyran–merocyanine units, with particular relevance to cases where such materials are used in the presence of metal cations (e.g., in biological

New tricks of well-known aminoazoles in isocyanide-based multicomponent reactions and antibacterial activity of the compounds synthesized

• Maryna V. Murlykina,
• Maryna N. Kornet,
• Sergey M. Desenko,
• Svetlana V. Shishkina,
• Oleg V. Shishkin,
• Aleksander A. Brazhko,
• Vladimir I. Musatov,
• Erik V. Van der Eycken and
• Valentin A. Chebanov

Beilstein J. Org. Chem. 2017, 13, 1050–1063, doi:10.3762/bjoc.13.104

• Maryna V. Murlykina Maryna N. Kornet Sergey M. Desenko Svetlana V. Shishkina Oleg V. Shishkin Aleksander A. Brazhko Vladimir I. Musatov Erik V. Van der Eycken Valentin A. Chebanov Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of

Supramolecular frameworks based on [60]fullerene hexakisadducts

• Andreas Kraft,
• Johannes Stangl,
• Ana-Maria Krause,
• Klaus Müller-Buschbaum and
• Florian Beuerle

Beilstein J. Org. Chem. 2017, 13, 1–9, doi:10.3762/bjoc.13.1

• . Keywords: fullerenes; hexakisadducts; hydrogen bonding; porous materials; structure elucidation; Introduction The utilization of confined nanospace in rigid frameworks [1], which are derived from small molecular precursors under dynamic conditions, has emerged as a novel design paradigm for functional

• materials with the prospect of applications in gas storage [2][3], catalysis [4][5], luminescence [6][7][8][9] and sensing [10][11][12][13] or optoelectronics [14][15][16]. Owing to a modular approach, building blocks and cross-linking interactions can be varied over a wide range resulting in metal-organic

A versatile route to polythiophenes with functional pendant groups using alkyne chemistry

• Xiao Huang,
• Li Yang,
• Rikard Emanuelsson,
• Jonas Bergquist,
• Maria Strømme,
• Martin Sjödin and
• Adolf Gogoll

Beilstein J. Org. Chem. 2016, 12, 2682–2688, doi:10.3762/bjoc.12.265

• Xiao Huang Li Yang Rikard Emanuelsson Jonas Bergquist Maria Stromme Martin Sjodin Adolf Gogoll Department of Chemistry - BMC, Uppsala University, Box 576, 751 23 Uppsala, Sweden Nanotechnology and Functional Materials, Department of Engineering Sciences, Uppsala University, Box 534, 751 21 Uppsala

Isosorbide and dimethyl carbonate: a green match

• Fabio Aricò and
• Pietro Tundo

Beilstein J. Org. Chem. 2016, 12, 2256–2266, doi:10.3762/bjoc.12.218

• the last years especially as the parent alcohol of isosorbide. The latter is also a platform chemical with applications in pharmaceuticals, detergents, fuel additives, monomers and building blocks for new polymers and functional materials and new high boiling organic solvents. Conversion of D-sorbitol

Rapid regio- and multi-coupling reactivity of 2,3-dibromobenzofurans with atom-economic triarylbismuths under palladium catalysis

• Maddali L. N. Rao,
• Jalindar B. Talode and
• Venneti N. Murty

Beilstein J. Org. Chem. 2016, 12, 2065–2076, doi:10.3762/bjoc.12.195

• : bromobenzofuran coupling; cross-coupling; palladium; regio-selective; triarylbismuth; Introduction The benzofuran scaffold is present in various biologically active molecules [1][2][3][4][5][6][7][8], natural products [9][10][11][12][13][14][15] and also part of various functional materials [16]. Importantly

Synthesis of 2-substituted tetraphenylenes via transition-metal-catalyzed derivatization of tetraphenylene

• Shulei Pan,
• Hang Jiang,
• Yanghui Zhang,
• Yu Zhang and
• Dushen Chen

Beilstein J. Org. Chem. 2016, 12, 1302–1308, doi:10.3762/bjoc.12.122

• ). Having successfully developed protocols for introducing OAc and X (Cl, Br, I) onto tetraphenylene (1), we next turned to investigate the carbonylation of tetraphenylene (1). The carbonyl group is a common structural element present in both natural products and functional materials and can be transformed

Enabling technologies and green processes in cyclodextrin chemistry

• Giancarlo Cravotto,
• Marina Caporaso,
• Laszlo Jicsinszky and
• Katia Martina

Beilstein J. Org. Chem. 2016, 12, 278–294, doi:10.3762/bjoc.12.30

• versatile receptors for molecular recognition and building blocks for functional materials. Due to the binding of two adjacent CD units, bridged bis-CDs display high binding abilities and molecular selectivities compared to native and monosubstituted CDs. A well-organized pseudo-cavity may be provided by

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