ChemInform Abstract: Basicity of N‐H‐ and N‐Methyl‐1,2,3‐triazoles in the Gas Phase, in Solution, and in the Solid State — An Experimental and Theoretical Study.

Abboud, José‐Luis M.; Foces‐Foces, Concepción; Notario, Rafael; Trifonov, R. E.; Volovodenko, A. P.; Островский, В. А.; Alkorta, Ibón; Elguero, José

doi:10.1002/chin.200205130

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“…Transient protonation will occur there first rather than on the thenyl oxygen to produce the conjugate acid 187 with a pKa ~ 1.3 rather than the oxonium cation 188 with pKa < 1.3. 168 Further protonation of the ether in conjugate acid 189 is then prevented by charge repulsion from the proximal triazolium cation, 132 which increases the acidity of the second cation in 189 to a pKa << 1.3 that can be reached only in the presence of an excess of strong acid.…”

Section: Fluorescent Probesmentioning

confidence: 99%

Dithienothiophenes at Work: Access to Mechanosensitive Fluorescent Probes, Chalcogen-Bonding Catalysis, and Beyond

et al. 2019

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In this review, the multifunctionality of dithieno[3,2-b:2',3'-d]thiophenes (DTTs) is covered comprehensively. This is of interest because all involved research is very recent, emphasizes timely topics such as mechanochemistry for bioimaging or chalcogen bonds for catalysis and solar cells, and because the newly emerging privileged scaffold is embedded in an inspiring structural space. At the beginning, DTTs are introduced with regard to nomenclature, constitutional isomers and optoelectronic properties. The structural space around DTTs is mapped out next with regard to heteroatom substitution in bridge and core, covering much of the periodic table, eccentric heteroatom doping and bridge expansions. After a brief summary of synthetic approaches to the DTT scaffold, chalcogen bonds are introduced as, together with redox switching and turn-on fluorescence, one of the three conceptual foundations of most multifunctionality. Realized functions cover anion binding, transport (ion carriers, ion channels), catalysis, and the first fluorescent probes to image physical forces in living cells.

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Section: Fluorescent Probesmentioning

confidence: 99%