Switchable molecular tweezers: design and applications

• Pablo Msellem,
• Maksym Dekthiarenko,
• Nihal Hadj Seyd and
• Guillaume Vives

Beilstein J. Org. Chem. 2024, 20, 504–539, doi:10.3762/bjoc.20.45

• potential if the arms exhibit additional properties such as luminescence, magnetism, catalysis, redox activity, or more. Such systems can also provide two orthogonal responses: the mechanical motion between the open and closed forms, and a potential new property that emerges when the arms are in spatial

Reductive opening of a cyclopropane ring in the Ni(II) coordination environment: a route to functionalized dehydroalanine and cysteine derivatives

• Oleg A. Levitskiy,
• Olga I. Aglamazova,
• Yuri K. Grishin and
• Tatiana V. Magdesieva

Beilstein J. Org. Chem. 2022, 18, 1166–1176, doi:10.3762/bjoc.18.121

• construction of complex multifunctional molecules [3][4][5][6][7][8]. Recently, we elaborated a versatile electrochemical approach for the stereoselective functionalization of a side chain of amino acids involved in the Ni(II) chiral coordination environment [9][10][11][12][13][14][15]. A combination of redox

• -activity and chirality provided by the Ni–Schiff base template, supported with the protection from redox-destruction of the amino acid skeleton, makes the suggested approach a convenient route to various types of non-proteinogenic amino acids [9][10][12][13]. Recently, several practical approaches to α,α

Isolation and biosynthesis of daturamycins from Streptomyces sp. KIB-H1544

• Yin Chen,
• Jinqiu Ren,
• Ruimin Yang,
• Jie Li,
• Sheng-Xiong Huang and
• Yijun Yan

Beilstein J. Org. Chem. 2022, 18, 1009–1016, doi:10.3762/bjoc.18.101

• . Diarylcyclopentenones, characteristic constituents of mushrooms [23], were rarely discovered in Streptomyces species. These components exhibit redox activity and are involved in reducing ferric (Fe3+) in the Fenton-based biological decomposition of lignocellulose [24][25]. The biosynthetic pathway of p-terphenyl was

Annulation of a 1,3-dithiole ring to a sterically hindered o-quinone core. Novel ditopic redox-active ligands

• Sergey V. Norkov,
• Anton V. Cherkasov,
• Andrey S. Shavyrin,
• Maxim V. Arsenyev,
• Viacheslav A. Kuropatov and
• Vladimir K. Cherkasov

Beilstein J. Org. Chem. 2021, 17, 273–282, doi:10.3762/bjoc.17.26

• ligand; 1,3-dithiole; ditopic ligand; o-quinone; thiete; Introduction There are a number of methods which may be used for the synthesis of new o-quinones in order to vary their redox properties and coordination abilities. The key features of o-quinones are redox activity as well as chelating

• -ray data, this moiety is almost coplanar with the o-quinonic unit (Figure S3 in Supporting Information File 1). The double bond connecting the 1,3-dithiole and p-quinonoid rings provides a rigid and conjugated structure for the molecule of 6c. Moreover, due to potential redox activity at the p-quinone

• State University, 23 Gagarin Ave, 603950, Nizhny Novgorod, Russia 10.3762/bjoc.17.26 Abstract The fused 1,3-dithiole spacer seems to be very suitable for the functionalization of sterically hindered o-quinones with additional groups capable of coordination of metal ions and/or possessing a redox

Copper catalysis with redox-active ligands

• Agnideep Das,
• Yufeng Ren,
• Cheriehan Hessin and
• Marine Desage-El Murr

Beilstein J. Org. Chem. 2020, 16, 858–870, doi:10.3762/bjoc.16.77

• large number of alcohols (5a–e) in the presence of base (KOH 1 mol %). An interesting strategy aiming to explore the possibility of interfacing the redox-activity with H-bonding ability inside the ligand coordination sphere has been disclosed by Swart and Garcia-Bosch [16], and relies on the design and

On the mechanism of imine elimination from Fischer tungsten carbene complexes

• Philipp Veit,
• Christoph Förster and
• Katja Heinze

Beilstein J. Org. Chem. 2016, 12, 1322–1333, doi:10.3762/bjoc.12.125

• carbene complexes [18][20][21][23][24][25][26][27], according to the classical Fischer route [28][29][30][31]. In contrast to conventional aromatic substituents, the Fc unit in M(CO)5(1R) is characterized by its redox activity and its large cylindrical steric bulk [32][33]. The electrochemical behaviour

Polythiophene and oligothiophene systems modified by TTF electroactive units for organic electronics

• Alexander L. Kanibolotsky,
• Neil J. Findlay and
• Peter J. Skabara

Beilstein J. Org. Chem. 2015, 11, 1749–1766, doi:10.3762/bjoc.11.191

• system to 2D with a significant contribution from S···S non-covalent interactions [26]. This gave a record transition temperature among TTF mixed valence ambient pressure superconductors in the salt κ-(BEDT-TTF)2Cu[N(CN)2]Br [27]. In an attempt to create macromolecular compounds with multi-electron redox

• activity and to further increase the dimensionality of their intermolecular interactions in the solid phase, the TTF units were incorporated into dendritic structures [28][29][30][31][32]. The extraordinary propensity of TTF and its doped species to aggregate was the reason for using this unit in the

Carboxylated dithiafulvenes and tetrathiafulvalene vinylogues: synthesis, electronic properties, and complexation with zinc ions

• Yunfei Wang and
• Yuming Zhao

Beilstein J. Org. Chem. 2015, 11, 957–965, doi:10.3762/bjoc.11.107

• analysis, showing a BET surface of 148.2 m2 g−1 and an average pore diameter of 10.2 nm. Keywords: complexation; coordination polymers; porosity; redox activity; tetrathiafulvalene; Introduction Tetrathiafulvalene (TTF) has been widely applied as a redox-active building block in organic electronic

• surging research activities on integrating TTFVs into a variety of π-conjugated molecular and macromolecular systems [12][17][18][19][20][21][22][23][24][25][26]. In many of the studies, the remarkable redox activity and intriguing conformational switching properties of TTFVs were taken advantage of to

• design and synthesis of carboxyl functional ligands has played a pivotal role prompting the advancement of this field [29][30][31]. Very recently, some TTF-based ligands have been employed to achieve organic–inorganic hybrid materials with redox activity [32][33][34][35]; however, the use of TTFVs as

Homogeneous and heterogeneous photoredox-catalyzed hydroxymethylation of ketones and keto esters: catalyst screening, chemoselectivity and dilution effects

• Axel G. Griesbeck and
• Melissa Reckenthäler

Beilstein J. Org. Chem. 2014, 10, 1143–1150, doi:10.3762/bjoc.10.114

• visible region and appropriate redox activity in the excited states. Many potent photoredox catalysts with sufficient long-term stability are transition metal complexes with excited MLCT states that can be generated in the visible. Another important group of photocatalytic active compounds are

Advancements in the mechanistic understanding of the copper-catalyzed azide–alkyne cycloaddition

• Regina Berg and
• Bernd F. Straub

Beilstein J. Org. Chem. 2013, 9, 2715–2750, doi:10.3762/bjoc.9.308

• (1 mol %) and TBTA (1 mol %) under aerobic conditions [64]. Cyclic voltammetry measurements have supported the hypothesis of TBTA influencing the redox activity of copper(I), as the redox potential of the Cu(I)/Cu(II) pair was shown to rise by approximately 300 mV when the water-soluble derivative

Rh(III)-catalyzed directed C–H bond amidation of ferrocenes with isocyanates

• Satoshi Takebayashi,
• Tsubasa Shizuno,
• Takashi Otani and
• Takanori Shibata

Beilstein J. Org. Chem. 2012, 8, 1844–1848, doi:10.3762/bjoc.8.212

• ; ferrocene; rhodium; Introduction Ferrocene and its derivatives are among the most useful organometallic compounds because of their chemical and thermal stabilities, structures, and redox activity [1][2]. One of the most remarkable applications of ferrocene derivatives is as chiral ligands [3][4]. A variety

Metal–ligand multiple bonds as frustrated Lewis pairs for C–H functionalization

• Matthew T. Whited

Beilstein J. Org. Chem. 2012, 8, 1554–1563, doi:10.3762/bjoc.8.177

• observed [77]. As described above, FLPs of the Mδ−═Eδ+ variety can be very useful for inducing atom or group transfer from heterocumulenes or other polar multiple bonds such as those in phosphine oxides. Compared with early-metal Mδ−═Eδ+ FLPs, these sorts of complexes have the advantage of greater redox

• activity, facilitating application in catalysis (see below). However, they also have lower reactivity due to a less polarized M═E bond, which cannot activate strong C–H or related bonds. Though H–H addition across Ir═C bonds has been reported, this almost certainly occurs by oxidative addition of H2 at the

Hybrid super electron donors – preparation and reactivity

• Jean Garnier,
• Douglas W. Thomson,
• Shengze Zhou,
• Phillip I. Jolly,
• Leonard E. A. Berlouis and
• John A. Murphy

Beilstein J. Org. Chem. 2012, 8, 994–1002, doi:10.3762/bjoc.8.112

• (hexafluorophosphate) salt 22. Cyclic voltammetry, starting with its oxidised disalt 22 (Figure 3, blue trace) shows that its redox activity occurs as two separate steps at potentials intermediate between those for compounds 6 and 8. [E1½ (DMF) = −1.54 V, E2½ (DMF) = −1.42 V versus Fc/Fc+; this corresponds to E1½ (DMF