4,6-Diaryl-5,5-difluoro-1,3-dioxanes as chiral dopants for liquid crystal compositions

• Maurice Médebielle,
• Peer Kirsch,
• Jérémy Merad,
• Carolina von Essen,
• Clemens Kühn and
• Andreas Ruhl

Beilstein J. Org. Chem. 2024, 20, 2940–2945, doi:10.3762/bjoc.20.246

• potential chiral dopants. Our long-term goal would be to provide a structure–property relationship of this class of molecules by i) modification of the aryl and ii) and/or acetal moieties (Scheme 1) and to elucidate the possible role of fluorine on their physical properties, with comparison to their non

• polar mixture Host 2 it is twice as high as for less polar Host 1. Selected examples of chiral dopants with high HTPs in their nematic host LC mixture. Configuration of (R,R)-3 determined by X-ray crystallography. Configuration of (R,R)-4 determined by X-ray crystallography. Structure–property

• relationship of 4,6-diheteroaryl-5,5-difluoro-1,3-dioxanes as potential chiral dopants. The syntheses of chiral 4,6-diphenyl-5,5-difluoro-1,3-dioxanes 3 and 4 as dopants for cholesteric liquid crystals. Synthesis of rac-2 as precursor of rac-3 and rac-4. Comparison of the physical properties of enantiopures (R

Structure–property relationships in dicyanopyrazinoquinoxalines and their hydrogen-bonding-capable dihydropyrazinoquinoxalinedione derivatives

• Tural N. Akhmedov,
• Ajeet Kumar,
• Daken J. Starkenburg,
• Kyle J. Chesney,
• Khalil A. Abboud,
• Novruz G. Akhmedov,
• Jiangeng Xue and
• Ronald K. Castellano

Beilstein J. Org. Chem. 2024, 20, 1037–1052, doi:10.3762/bjoc.20.92

• phase within these systems [24]. These molecules are particularly intriguing as they bear resemblance to Głowacki’s compounds discussed above. Reported here is a robust structure–property relationship study of these types of molecules with a particular interest in their optoelectronic properties

Photochromic derivatives of indigo: historical overview of development, challenges and applications

• Gökhan Kaplan,
• Zeynel Seferoğlu and
• Daria V. Berdnikova

Beilstein J. Org. Chem. 2024, 20, 228–242, doi:10.3762/bjoc.20.23

• isoindigo was not studied. To the best of our knowledge, no further reports on the photochromism of isoindigo and its derivatives were published up to now. Applications Despite significant fundamental progress in the understanding of the structure–property relationship of photoswitchable indigo derivatives

Computational model predicts protein binding sites of a luminescent ligand equipped with guanidiniocarbonyl-pyrrole groups

• Neda Rafieiolhosseini,
• Matthias Killa,
• Thorben Neumann,
• Niklas Tötsch,
• Jean-Noël Grad,
• Alexander Höing,
• Thies Dirksmeyer,
• Jochen Niemeyer,
• Christian Ottmann,
• Shirley K. Knauer,
• Michael Giese,
• Jens Voskuhl and
• Daniel Hoffmann

Beilstein J. Org. Chem. 2022, 18, 1322–1331, doi:10.3762/bjoc.18.137

• binding stoichiometry and affinity, as well as the structure–property relationship on the influence on protein functions. Conclusion On the basis of the final energy values of 4000 runs with a simulated annealing approach, we find the area above and below the central pore of 14-3-3ζ protein to be the most

Comparative study of thermally activated delayed fluorescent properties of donor–acceptor and donor–acceptor–donor architectures based on phenoxazine and dibenzo[a,j]phenazine

• Saika Izumi,
• Prasannamani Govindharaj,
• Anna Drewniak,
• Paola Zimmermann Crocomo,
• Satoshi Minakata,
• Leonardo Evaristo de Sousa,
• Piotr de Silva,
• Przemyslaw Data and
• Youhei Takeda

Beilstein J. Org. Chem. 2022, 18, 459–468, doi:10.3762/bjoc.18.48

• allow for achieving a very high external quantum efficiency (EQE) of OLEDs without using precious metals such as Ir and Pt in the emitter. Thus, the development of TADF-active organic compounds, the establishment of materials design through systematic structure–property relationship (SPR), and the

Constrained thermoresponsive polymers – new insights into fundamentals and applications

• Patricia Flemming,
• Alexander S. Münch,
• Andreas Fery and
• Petra Uhlmann

Beilstein J. Org. Chem. 2021, 17, 2123–2163, doi:10.3762/bjoc.17.138

• comparison to LCST-based approaches [6][7][59][60][61][62]. However, these reviews and the summarized research papers mainly focus on the application itself. A systematic investigation of the underlying structure–property relationship of the thermoresponsive polymer has only been conducted to a very small

Naphthalonitriles featuring efficient emission in solution and in the solid state

• Sidharth Thulaseedharan Nair Sailaja,
• Iván Maisuls,
• Jutta Kösters,
• Alexander Hepp,
• Andreas Faust,
• Jens Voskuhl and
• Cristian A. Strassert

Beilstein J. Org. Chem. 2020, 16, 2960–2970, doi:10.3762/bjoc.16.246

• -electron donating capability. Interestingly, upon aggregation in water-containing media, H, Me and t-Bu show a slight red-shift of the emission and a blue-shift is observed for OMe, SMe and NMe2. The crystal structure of Me allowed a detailed discussion of the structure–property relationship. Clearly, N

Synthesis and characterization of S,N-heterotetracenes

• Astrid Vogt,
• Florian Henne,
• Christoph Wetzel,
• Elena Mena-Osteritz and
• Peter Bäuerle

Beilstein J. Org. Chem. 2020, 16, 2636–2644, doi:10.3762/bjoc.16.214

• reaction; optoelectronic properties; S,N-heteroacene; structure–property relationship; Introduction Thienoacenes and related S,N-heteroacenes have been developed to important π-conjugated systems mainly for application as p-type semiconductor in organic electronic devices with excellent results [1][2][3

Models of necessity

• Timothy Clark and
• Martin G. Hicks

Beilstein J. Org. Chem. 2020, 16, 1649–1661, doi:10.3762/bjoc.16.137

• in a quite recent quantitative structure–property relationship study that gave a mean square error between experiment and the models between 42 and 66K [100]. This is not useful performance and is unlikely to be the result of poor descriptors or modeling. The situation is subjectively even worse in

A combinatorial approach to improving the performance of azoarene photoswitches

• Joaquin Calbo,
• Aditya R. Thawani,
• Rosina S. L. Gibson,
• Andrew J. P. White and
• Matthew J. Fuchter

Beilstein J. Org. Chem. 2019, 15, 2753–2764, doi:10.3762/bjoc.15.266

• thermal stability of the Z-isomer. Despite the huge body of structure–property relationship studies known for substituted azobenzenes [8][9], it is still common to observe azo photoswitches that undergo incomplete photoswitching and/or possess low Z-isomer thermal stability. Perhaps the most important

• that in order to improve the photochemical addressability of the Z-isomer of these molecules (as is observed in 4pzMe and 3pzH) we needed to sacrifice thermal stability (4pzH vs 4pzMe and 3pzH), (Figure 1b) [17][18]. One parameter that was not explored in our previous structure–property relationship

D–A–D-type orange-light emitting thermally activated delayed fluorescence (TADF) materials based on a fluorenone unit: simulation, photoluminescence and electroluminescence studies

• Lin Gan,
• Xianglong Li,
• Xinyi Cai,
• Kunkun Liu,
• Wei Li and
• Shi-Jian Su

Beilstein J. Org. Chem. 2018, 14, 672–681, doi:10.3762/bjoc.14.55

• based on fluorenone and acridine, namely 2,7-bis(9,9-dimethylacridin-10(9H)-yl)-9H-fluoren-9-one (27DACRFT, 1) and 3,6-bis(9,9-dimethylacridin-10(9H)-yl)-9H-fluoren-9-one (36DACRFT, 2), were successfully synthetized and characterized. The studies on their structure–property relationship show that the

High performance p-type molecular electron donors for OPV applications via alkylthiophene catenation chromophore extension

• Paul B. Geraghty,
• Calvin Lee,
• Jegadesan Subbiah,
• Wallace W. H. Wong,
• James L. Banal,
• Mohammed A. Jameel,
• Trevor A. Smith and
• David J. Jones

Beilstein J. Org. Chem. 2016, 12, 2298–2314, doi:10.3762/bjoc.12.223

• chromophores can be accessed, and thereby the thermal stability of OPV devices containing these new materials can be improved. We are currently examining BQR in printed solar cells. In all cases in our structure–property relationship studies, devices incorporating materials that exhibited a high temperature

Syntheses of dibenzo[d,d']benzo[2,1-b:3,4-b']difuran derivatives and their application to organic field-effect transistors

• Minh Anh Truong and
• Koji Nakano

Beilstein J. Org. Chem. 2016, 12, 805–812, doi:10.3762/bjoc.12.79

• ']difurans and benzo[1,2-b:6,5-b']difurans) and studied their structure–property relationship [33][34]. Furthermore, naphthodifurans with a fused-naphthalene between two furan rings have been developed as organic semiconductors for OFETs [19][20]. In particular, the naphtho[2,1-b:6,5-b']difuran derivative 2

• ·s−1 [39][40][41]. These studies clearly demonstrate that furan-fused π-conjugated compounds are promising candidates as organic semiconducting materials, and it is highly desirable to investigate the structure−property relationship thoroughly for further development of furan-containing

• quantum yield (Φ = 61% in CHCl3 solution). To investigate the structure–property relationship of DBBDFs and DNBDFs, the optical properties of syn-DBBDF 5 and syn-DNBDF 6 were compared with those of anti-DBBDF 3 and anti-DNBDF 4. The UV–vis spectra of anti-DBBDF 3 and anti-DNBDF 4 were reported to show

A new family of four-ring bent-core nematic liquid crystals with highly polar transverse and end groups

• Kalpana Upadhyaya,
• Venkatesh Gude,
• Golam Mohiuddin and
• Rao V. S. Nandiraju

Beilstein J. Org. Chem. 2013, 9, 26–35, doi:10.3762/bjoc.9.4

• –1c and are in agreement with the reported enthalpies at the N–I phase transition exhibited by bent-core compounds. To gain an understanding of the structure–property relationship we synthesized other homologues of the same core with variations in the position of the chloro substituent, or without any

Azobenzene dye-coupled quadruply hydrogen-bonding modules as colorimetric indicators for supramolecular interactions

• Yagang Zhang and
• Steven C. Zimmerman

Beilstein J. Org. Chem. 2012, 8, 486–495, doi:10.3762/bjoc.8.55

• syntheses. With regard to applications, the DAN·UG (DeUG) heterodimer has been used to drive the formation of: (1) polymer blends [37], (2) a supramolecular multiblock copolymer with a high propensity for alteration [38], and (3) a supramolecular ABC triblock polymer [39]. Further, a structure–property

• relationship has been developed for DAN·UG-based supramolecular-network polymer blends [40], and a redox-active eDAN unit was described wherein a >104-fold drop in binding affinity occurred upon reversible oxidation [41]. Herein, we extend the chemistry of the heterocyclic hydrogen bonding units (DAN and DeUG

Organic gelators and hydrogelators

• Jean-Pierre Desvergne

Beilstein J. Org. Chem. 2010, 6, 846–847, doi:10.3762/bjoc.6.99

• . However, despite numerous efforts to establish a structure-property relationship for the development of low molecular weight gelling agents, prediction of the gelling ability of a compound is not straightforward. A major challenge today is the rational design of small size molecular gelators coupled with

Ring-alkyl connecting group effect on mesogenic properties of p-carborane derivatives and their hydrocarbon analogues

• Aleksandra Jankowiak,
• Piotr Kaszynski,
• William R. Tilford,
• Kiminori Ohta,
• Adam Januszko,
• Takashi Nagamine and
• Yasuyuki Endo

Beilstein J. Org. Chem. 2009, 5, No. 83, doi:10.3762/bjoc.5.83

• B) than for carbocyclic derivatives (C and D). Analysis indicates that this effect may have quadrupolar and conformational origin. Keywords: p-carborane; liquid crystals; structure-property relationship; Introduction During the past decade, we have been investigating mesogenic derivatives of p

Shape- persistent macrocycle with intraannular alkyl groups: some structural limits of discotic liquid crystals with an inverted structure

• Sigurd Höger,
• Jill Weber,
• Andreas Leppert and
• Volker Enkelmann

Beilstein J. Org. Chem. 2008, 4, No. 1, doi:10.1186/1860-5397-4-1

• intraannular alkyl groups. Their investigation is a further step towards obtaining a clearer structure-property relationship in these materials. Although the new compounds described in this paper differ in size and backbone structure, the presence of intraannular alkyl groups that fill the ring interior