Construction of pillar[4]arene[1]quinone–1,10-dibromodecane pseudorotaxanes in solution and in the solid state

• Xinru Sheng,
• Errui Li and
• Feihe Huang

Beilstein J. Org. Chem. 2020, 16, 2954–2959, doi:10.3762/bjoc.16.245

• constructing functional materials from the bottom up as well as an important way to create new substances with functions [1][2][3][4][5]. Through ingenious designs and the applications of molecular recognition and self-assembly strategies, many exquisite supramolecular architectures have been fabricated

A novel and robust heterogeneous Cu catalyst using modified lignosulfonate as support for the synthesis of nitrogen-containing heterocycles

• Bingbing Lai,
• Meng Ye,
• Ping Liu,
• Minghao Li,
• Rongxian Bai and
• Yanlong Gu

Beilstein J. Org. Chem. 2020, 16, 2888–2902, doi:10.3762/bjoc.16.238

• significant damage of the Cu species. The pyridine-containing moiety, such as arylpyridines, widely exist in natural products, pharmaceutical agents and functional materials [34][35][36][37]. Traditional methods for synthesizing pyridine-containing derivatives include condensation reactions, cross-coupling

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

Access to highly substituted oxazoles by the reaction of α-azidochalcone with potassium thiocyanate

• Mysore Bhyrappa Harisha,
• Pandi Dhanalakshmi,
• Rajendran Suresh,
• Raju Ranjith Kumar and
• Shanmugam Muthusubramanian

Beilstein J. Org. Chem. 2020, 16, 2108–2118, doi:10.3762/bjoc.16.178

• -azidochalcones as the precursor [9], we herein report the preparation of highly substituted oxazoles and thiazoles. Oxazoles are ubiquitously found in various natural products [10][11][12][13][14], pharmaceuticals [15][16][17][18], functional materials [19][20] as well as in several organic building blocks [21

pH- and concentration-dependent supramolecular self-assembly of a naturally occurring octapeptide

• Goutam Ghosh and
• Gustavo Fernández

Beilstein J. Org. Chem. 2020, 16, 2017–2025, doi:10.3762/bjoc.16.168

• implications for the development of a wide range of functional materials [2][3][4][5][6][7][8]. Peptides are arguably the most eminent candidates among all types of biological self-assembling building blocks because of a number of key properties. This includes a high biocompatibility [9][10][11][12][13][14

Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation

• Kumar Godugu,
• Venkata Divya Sri Yadala,
• Mohammad Khaja Mohinuddin Pinjari,
• Trivikram Reddy Gundala,
• Lakshmi Reddy Sanapareddy and
• Chinna Gangi Reddy Nallagondu

Beilstein J. Org. Chem. 2020, 16, 1881–1900, doi:10.3762/bjoc.16.156

• , etc. [14][15][16]. In addition, these compounds are important intermediates in a variety of organic reactions and key elements in many functional materials [17][18][19]. Because of their potential utility, a huge number of synthetic protocols has been developed for the preparation of benzimidazole

Synthesis and properties of tetrathiafulvalenes bearing 6-aryl-1,4-dithiafulvenes

• Aya Yoshimura,
• Hitoshi Kimura,
• Kohei Kagawa,
• Mayuka Yoshioka,
• Toshiki Itou,
• Dhananjayan Vasu,
• Takashi Shirahata,
• Hideki Yorimitsu and
• Yohji Misaki

Beilstein J. Org. Chem. 2020, 16, 974–981, doi:10.3762/bjoc.16.86

• systems; electrochemical properties; extended π-conjugation; digital simulation analysis; tetrathiafulvalene; Introduction Tetrathiafulvalenes (TTFs) with extended π-conjugation have attracted attention as possible components of functional materials, such as molecular conductors, field-effect transistors

KOt-Bu-promoted selective ring-opening N-alkylation of 2-oxazolines to access 2-aminoethyl acetates and N-substituted thiazolidinones

• Qiao Lin,
• Shiling Zhang and
• Bin Li

Beilstein J. Org. Chem. 2020, 16, 492–501, doi:10.3762/bjoc.16.44

• has not been reported. Thiazolidinone derivatives are important moieties in functional materials and natural products [12][13][14], such as latrunculin that has been obtained from the sponge Cacospongia mycofijiensis [15]. Convenient syntheses of thiazolidinone derivatives are highly attractive to

Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3’,2’-e]pyridines (BBZFPys)

• Ryo Takishima,
• Yuji Nishii,
• Tomoaki Hinoue,
• Yoshitane Imai and
• Masahiro Miura

Beilstein J. Org. Chem. 2020, 16, 325–336, doi:10.3762/bjoc.16.32

• fluorophore unit in certain light-emitting functional materials (Scheme 1) [14]. Meanwhile, organic optoelectronic materials with circularly polarized luminescence (CPL) characteristics have attracted significant research interests in recent years [18][19][20][21] for their potential applications in three

Ultrasonic-assisted unusual four-component synthesis of 7-azolylamino-4,5,6,7-tetrahydroazolo[1,5-a]pyrimidines

• Yana I. Sakhno,
• Maryna V. Murlykina,
• Oleksandr I. Zbruyev,
• Anton V. Kozyryev,
• Svetlana V. Shishkina,
• Dmytro Sysoiev,
• Vladimir I. Musatov,
• Sergey M. Desenko and
• Valentyn A. Chebanov

Beilstein J. Org. Chem. 2020, 16, 281–289, doi:10.3762/bjoc.16.27

• Yana I. Sakhno Maryna V. Murlykina Oleksandr I. Zbruyev Anton V. Kozyryev Svetlana V. Shishkina Dmytro Sysoiev Vladimir I. Musatov Sergey M. Desenko Valentyn A. Chebanov Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of National Academy

Recent developments in photoredox-catalyzed remote ortho and para C–H bond functionalizations

• Rafia Siddiqui and
• Rashid Ali

Beilstein J. Org. Chem. 2020, 16, 248–280, doi:10.3762/bjoc.16.26

• functional materials [56], the reduction of carbon dioxide [57][58][59], etc. Additionally, inorganic chemists have utilized inorganic photocatalysts for functional components, viz, doping [60][61][62][63][64][65][66][67], encapsulated guests [68][69][70][71][72][73][74], molecular machines [75][76][77][78

Synthesis, liquid crystalline behaviour and structure–property relationships of 1,3-bis(5-substituted-1,3,4-oxadiazol-2-yl)benzenes

• Afef Mabrouki,
• Malek Fouzai,
• Armand Soldera,
• Abdelkader Kriaa and
• Ahmed Hedhli

Beilstein J. Org. Chem. 2020, 16, 149–158, doi:10.3762/bjoc.16.17

• , University of Tunis El Manar, 2092, Tunis, Tunisia Department of Chemistry, Quebec Center for Functional Materials, University of Sherbrooke, Sherbrooke, Québec, J1K 2R1, Canada 10.3762/bjoc.16.17 Abstract Two series containing 1,3-bis(1,3,4-oxadiazol-2-yl)benzene as a rigid core (RC) and alkyl or

Synthesis and optoelectronic properties of benzoquinone-based donor–acceptor compounds

• Daniel R. Sutherland,
• Nidhi Sharma,
• Georgina M. Rosair,
• Ifor D. W. Samuel,
• Ai-Lan Lee and
• Eli Zysman-Colman

Beilstein J. Org. Chem. 2019, 15, 2914–2921, doi:10.3762/bjoc.15.285

• benzoquinones have found utility in a variety of different fields, such as medicinal chemistry [3], natural products [4], dyes [5], ligands [6][7][8][9], oxidation chemistry [10], functional materials [11], and molecular electronics [12][13]. Due to their myriad applications, one of our groups recently

Synthesis, enantioseparation and photophysical properties of planar-chiral pillar[5]arene derivatives bearing fluorophore fragments

• Guojuan Li,
• Chunying Fan,
• Guo Cheng,
• Wanhua Wu and
• Cheng Yang

Beilstein J. Org. Chem. 2019, 15, 1601–1611, doi:10.3762/bjoc.15.164

• : aggregation; circular dichroism; chirality; click chemistry; macrocycles; pillar[5]arenes; Introduction Planar-chiral compounds are structurally appealing and potentially applicable in various functional materials such as chiral discriminators [1][2], chiral polymers, supramolecular sensors [3] and chiral

Borylation and rearrangement of alkynyloxiranes: a stereospecific route to substituted α-enynes

• Ruben Pomar Fuentespina,
• José Angel Garcia de la Cruz,
• Gabriel Durin,
• Victor Mamane,
• Jean-Marc Weibel and
• Patrick Pale

Beilstein J. Org. Chem. 2019, 15, 1416–1424, doi:10.3762/bjoc.15.141

• .15.141 Abstract 1,3-Enynes are important building blocks in organic synthesis and also constitute the key motif in various bioactive natural products and functional materials. However, synthetic approaches to stereodefined substituted 1,3-enynes remain a challenge, as they are limited to Wittig and cross

• elimination [15] (Scheme 1). We also demonstrated the stereospecificity of these transformations [16]. α-Enynes (1,3-enynes) are an interesting class of compounds in organic chemistry as these structures are found in various pharmacologically active natural products [17], and in functional materials [18]. α

Synthesis of dipolar molecular rotors as linkers for metal-organic frameworks

• Sebastian Hamer,
• Fynn Röhricht,
• Marius Jakoby,
• Ian A. Howard,
• Xianghui Zhang,
• Christian Näther and
• Rainer Herges

Beilstein J. Org. Chem. 2019, 15, 1331–1338, doi:10.3762/bjoc.15.132

• building blocks in MOF systems yet, both derivatives are promising starting materials for the preparation of functional materials based on MOF structures. Annelated benzothiadiazole linkers could also be obtained following the general synthetic approach as shown in Scheme 3. Synthesis of the difluoro

Doebner-type pyrazolopyridine carboxylic acids in an Ugi four-component reaction

• Maryna V. Murlykina,
• Oleksandr V. Kolomiets,
• Maryna M. Kornet,
• Yana I. Sakhno,
• Sergey M. Desenko,
• Victoriya V. Dyakonenko,
• Svetlana V. Shishkina,
• Oleksandr A. Brazhko,
• Vladimir I. Musatov,
• Alexander V. Tsygankov,
• Erik V. Van der Eycken and
• Valentyn A. Chebanov

Beilstein J. Org. Chem. 2019, 15, 1281–1288, doi:10.3762/bjoc.15.126

• Maryna V. Murlykina Oleksandr V. Kolomiets Maryna M. Kornet Yana I. Sakhno Sergey M. Desenko Victoriya V. Dyakonenko Svetlana V. Shishkina Oleksandr A. Brazhko Vladimir I. Musatov Alexander V. Tsygankov Erik V. Van der Eycken Valentyn A. Chebanov Division of Chemistry of Functional Materials

Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium

• Xin Shen,
• Bo Li,
• Tiezheng Pan,
• Jianfeng Wu,
• Yangxin Wang,
• Jie Shang,
• Yan Ge,
• Lin Jin and
• Zhenhui Qi

Beilstein J. Org. Chem. 2019, 15, 1203–1209, doi:10.3762/bjoc.15.117

• chemical synthesis [7]. In fact, supramolecular technology has shown great importance in various kinds of functional materials, including natural protein complexes [8][9][10], hydrogels [11][12][13], carbon-based materials [14][15][16][17], self-healing materials [18][19][20][21][22][23], and composite

Fabrication, characterization and adsorption properties of cucurbit[7]uril-functionalized polycaprolactone electrospun nanofibrous membranes

• Changzhong Chen,
• Fengbo Liu,
• Xiongzhi Zhang,
• Zhiyong Zhao and
• Simin Liu

Beilstein J. Org. Chem. 2019, 15, 992–999, doi:10.3762/bjoc.15.97

• ]-containing functional materials, the feasibility of CB[7] (the chemical structure is shown in Supporting Information File 1, Figure S1)-based nanofibers through electrospinning was studied for the first time. In addition, the adsorption properties of the fabricated nanofibers were also preliminarily

Mechanochemistry of supramolecules

• Anima Bose and
• Prasenjit Mal

Beilstein J. Org. Chem. 2019, 15, 881–900, doi:10.3762/bjoc.15.86

• conventional materials [75][76]. The systems chemistry approach may give easy access to new structures or functional materials simply by controlling the inputs of a multicomponent system. The concept of self-sorting [77][78][79] and subcomponent self-assembly approach [80] are well-developed methods being

LCST phase behavior of benzo-21-crown-7 with different alkyl chains

• Yan Deng,
• Xing Li,
• Qiao Zhang,
• Zheng Luo,
• Chengyou Han and
• Shengyi Dong

Beilstein J. Org. Chem. 2019, 15, 437–444, doi:10.3762/bjoc.15.38

• to design advanced functional materials [1][2][3][4][5][6][7]. An external thermal stimulus is often applied to supramolecular systems to realize reversible control over supramolecular self-assemblies [8][9][10][11][12][13]. In this context, lower critical solution temperature behavior, known as LCST

• (>50 °C) are necessary to realize LCST phase separation, which significantly restricts an application in functional materials. In order to achieve LCST behavior of crown ethers at moderate concentrations and temperatures, two methods would be applied: combining multiple B21C7 units into a single

A novel and efficient synthesis of phenanthrene derivatives via palladium/norbornadiene-catalyzed domino one-pot reaction

• Yue Zhong,
• Wen-Yu Wu,
• Shao-Peng Yu,
• Tian-Yuan Fan,
• Hai-Tao Yu,
• Nian-Guang Li,
• Zhi-Hao Shi,
• Yu-Ping Tang and
• Jin-Ao Duan

Beilstein J. Org. Chem. 2019, 15, 291–298, doi:10.3762/bjoc.15.26

• alkynylation for the aryl iodides. In this paper, we developed an efficient domino reaction of aryl iodides with ortho-bromobenzoyl chlorides and norbornadiene leading to phenanthrene derivatives, which could be widely used in the synthesis of vital intermediates for functional materials, pharmaceutical agents

Fabrication of supramolecular cyclodextrin–fullerene nonwovens by electrospinning

• Hiroaki Yoshida,
• Ken Kikuta and
• Toshiyuki Kida

Beilstein J. Org. Chem. 2019, 15, 89–95, doi:10.3762/bjoc.15.10

• Abstract Direct electrospinning of small molecules has great potential to fabricate a new class of fiber materials because this approach realizes the creation of various functional materials through the numerous molecular combinations. In this paper, we demonstrate a proof-of-concept to fabricate

Transition metal-free oxidative and deoxygenative C–H/C–Li cross-couplings of 2H-imidazole 1-oxides with carboranyl lithium as an efficient synthetic approach to azaheterocyclic carboranes

• Lidia A. Smyshliaeva,
• Mikhail V. Varaksin,
• Pavel A. Slepukhin,
• Oleg N. Chupakhin and
• Valery N. Charushin

Beilstein J. Org. Chem. 2018, 14, 2618–2626, doi:10.3762/bjoc.14.240

• - and stage-economical (PASE) [36][37][38] methods leading to novel C-modified ortho-carboranes, as well as elucidation of scope and mechanistic features of these transformations, is one of the crucial steps to obtain promising boron-enriched heterocyclic ensembles and functional materials based on them

Practical tetrafluoroethylene fragment installation through a coupling reaction of (1,1,2,2-tetrafluorobut-3-en-1-yl)zinc bromide with various electrophiles

• Ken Tamamoto,
• Shigeyuki Yamada and
• Tsutomu Konno

Beilstein J. Org. Chem. 2018, 14, 2375–2383, doi:10.3762/bjoc.14.213

• derivative, applicable to promising functional materials, such as light-emitting and liquid-crystalline materials (Scheme 3) [39][40][41][42][43][44]. Thus, CF2CF2 group containing 4n with a nitro group at the ortho-position of the aromatic ring was effectively prepared from 2-Zn with the present protocol