Unprecedented visible light-initiated topochemical [2 + 2] cycloaddition in a functionalized bimane dye

• Metodej Dvoracek,
• Brendan Twamley,
• Mathias O. Senge and
• Mikhail A. Filatov

Beilstein J. Org. Chem. 2025, 21, 500–509, doi:10.3762/bjoc.21.37

• promising strategy for synthesizing substituted cyclobutanes without the need for ultraviolet irradiation. Keywords: bimane; [2 + 2] cycloaddition; fluorescence; topochemical polymerization; X-ray crystallography; Introduction Topochemical polymerizations refer to polymerization reactions occurring in the

• primarily focused on [2 + 2] photocycloaddition in the solid state, making it one of the earliest known examples of topochemical polymerization and a valuable method for synthesizing substituted cyclobutanes [5]. These solid-state reactions are highly influenced by the arrangement of monomers within the

Fluorinated azobenzenes as supramolecular halogen-bonding building blocks

• Esther Nieland,
• Oliver Weingart and
• Bernd M. Schmidt

Beilstein J. Org. Chem. 2019, 15, 2013–2019, doi:10.3762/bjoc.15.197

• stilbene squares used for topochemical polymerization [22]. Additionally, halonium ions [N···I+···N] were reported to form several charged, discrete supramolecular capsules [30][31][32][33] and helicates [34]. In the same line, we have demonstrated recently that both E-4,4’-di(iodo)perfluoroazobenzene (A2

Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification

• Simon Rondeau-Gagné,
• Jules Roméo Néabo,
• Maxime Daigle,
• Katy Cantin and
• Jean-François Morin

Beilstein J. Org. Chem. 2014, 10, 1613–1619, doi:10.3762/bjoc.10.167

• ; phenylacetylene macrocycles; polydiacetylenes; topochemical polymerization; Introduction The self-assembly of molecular building blocks is an increasingly popular method for the preparation of new semiconducting materials. Rational design of building blocks and their assembly using non-covalent interactions can

• topochemical polymerization is necessary. In order to take a step further toward a better comprehension of the self-assembly of PAMs and to increase the polymerization yield, we decided to introduce substituents on the inside of the macrocycles, more precisely a polar 2-hydroxyethoxy group. Such a polar group

• nanorods through PAMs polymerization. Herein, we report the synthesis, gelation properties and topochemical polymerization of a new series of PAMs (PAM2 and PAM3, Figure 1) with polar side chains pointing inside the macrocyclic scaffold. PAM2 and PAM3 possess some structural dissimilarity. First, PAM2