Towards triptycene functionalization and triptycene-linked porphyrin arrays

• Gemma M. Locke,
• Keith J. Flanagan and
• Mathias O. Senge

Beilstein J. Org. Chem. 2020, 16, 763–777, doi:10.3762/bjoc.16.70

• bridgehead positions has yet to be realized. Functionalization of the bridgehead positions of triptycene (as in 4) allows for the attachment of moieties in a 180° linear fashion, subsequently accessing the molecular rotation observed in several other linearly substituted triptycenes [31]. Attaching

• bridgehead positions of triptycenes in 5 (Scheme 1) and 12 (Scheme 2), efforts were made to attach various chromophores in order to investigate the effects of triptycene as a linker for electron transfer properties. With the goal of synthesizing various new triptycene-linked porphyrin and BODIPY dimers

• extend this family of triptycene-linked porphyrins from dimers to trimers. Single crystal X-ray analyses To further confirm the structures of the substituted triptycene, we obtained single crystals suitable for analysis of the disubstituted triptycenes 5 and 16. The structure of 5 was solved with one

Carbazole-functionalized hyper-cross-linked polymers for CO₂ uptake based on Friedel–Crafts polymerization on 9-phenylcarbazole

• Dandan Fang,
• Xiaodong Li,
• Meishuai Zou,
• Xiaoyan Guo and
• Aijuan Zhang

Beilstein J. Org. Chem. 2019, 15, 2856–2863, doi:10.3762/bjoc.15.279

• ]. FDA was first used as cross-linker to knit aromatic building blocks [15]. Researchers used this method to knit triptycenes [16], triphenylphosphine [4], benzimidazole, 1,3,5-triphenylbenzene [17], carbazole [18], naphthol-based monomers [10] etc. with FDA to obtain various HCPs, which exhibited

Insertion of [1.1.1]propellane into aromatic disulfides

• Robin M. Bär,
• Gregor Heinrich,
• Martin Nieger,
• Olaf Fuhr and
• Stefan Bräse

Beilstein J. Org. Chem. 2019, 15, 1172–1180, doi:10.3762/bjoc.15.114

• can lead to improved properties, e.g., increased water-solubility of drug candidates [2] or the electronical separation of a photoswitch and a chromophore [6]. Often used moieties for these kinds of applications are triptycenes, cubanes, bicyclo[2.2.2]octanes (BCOs) and bicyclo[1.1.1]pentanes (BCPs

Synthesis, characterization and DNA interaction studies of new triptycene derivatives

• Sourav Chakraborty,
• Snehasish Mondal,
• Rina Kumari,
• Sourav Bhowmick,
• Prolay Das and
• Neeladri Das

Beilstein J. Org. Chem. 2014, 10, 1290–1298, doi:10.3762/bjoc.10.130

• reported. Using 2,6,14- or 2,7,14-triaminotriptycenes as synthons, the corresponding triazidotriptycenes were prepared in high yield. Additionally, we report the transformation of 2,6,14- or 2,7,14-triaminotriptycenes to the corresponding ethynyl-substituted triptycenes via their tribromo derivatives

• . Subsequently, derivatization of ethynyl-substituted triptycenes was studied to yield the respective propiolic acid and ethynylphosphine derivatives. Characterization of the newly functionalized triptycene derivatives and their regioisomers were carried out using FTIR and multinuclear NMR spectroscopy, mass

• spectrometry, and elemental analyses techniques. The study of the interaction of these trisubstituted triptycenes with various forms of DNA revealed interesting dependency on the functional groups of the triptycene core to initiate damage or conformational changes in DNA. Keywords: abasic site; DNA damage

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

• Christina Lohoelter,
• Malte Brutschy,
• Daniel Lubczyk and
• Siegfried R. Waldvogel

Beilstein J. Org. Chem. 2013, 9, 2821–2833, doi:10.3762/bjoc.9.317

• ; triptycenes; templates; Introduction Divalent building blocks with a well-defined geometry play a significant role in the construction of highly potent supramolecular structures [1][2][3][4][5]. The rigid nature of such architectures limits the degrees of freedom and guarantees a good preorganization [1][2

• requirements for the formation of C3-symmetric architectures with extended cavities. Due to their structural features, triptycenes have found widespread application in organic synthesis: Ranging from polymer sciences [41], materials for gas storage [42][43][44][45][46][47][48][49][50], (organo)catalysis [51

• . The high steric demand in vicinity of the amino functions requires these prolonged reaction times. Unfortunately, more drastic reaction conditions lead to degradation of the substrate. Triptycenes Recently, the synthesis of hexaammoniumtriptycene hexachloride 4 (Figure 4) was reported by Mastalerz et

Synthesis of enantiopure sugar-decorated six-armed triptycene derivatives

• Paola Bonaccorsi,
• Maria Luisa Di Gioia,
• Antonella Leggio,
• Lucio Minuti,
• Teresa Papalia,
• Carlo Siciliano,
• Andrea Temperini and
• Anna Barattucci

Beilstein J. Org. Chem. 2013, 9, 2410–2416, doi:10.3762/bjoc.9.278

• is the first example of six-armed carbohydrate-substituted triptycenes, which appear as promising candidates for the development of new supramolecular systems with specific properties. Results and Discussion The Huisgen 1,3-dipolar cycloaddition reaction, which represents the key step of click