Efficient switching from the 2,3′- to 2,2′-bipyrrole scaffold via the recyclization of 1-(benzoylmethylanilino)-3-imino-3 H -2-cyanopyrrolizines: Crucial effect of the DBU organic superbase

Трофимов, Б. А.; Sagitova, Elena F.; Петрова, О. В.; Собенина, Л. Н.; Ushakov, Igor А.; Vashchenko, Alexander V.

doi:10.1016/j.tetlet.2017.04.065

Cited by 6 publications

(1 citation statement)

References 44 publications

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“…Thus, they have been implemented in a wide range of organic reactions, (e.g. cycloadditions 3 , Michael addition 4,5 , recyclization reactions 6 , Henry reactions 1 , Wittig and Horner-Wadsworth-Emmons reactions 7 ) as well as in ring-opening polymerizations 8,9 . Specifically, the cyclic nitrogen-containing organosuperbase 1,5,7-triaza-bicyclo-[4.4.0]dec-5-ene (TBD, p K a value 26.0 in acetonitrile 10 ) displays a rich and unique chemistry conferred by its specific structure and binding properties (hydrogen bond donor and acceptor activity) 10–13 .…”

Section: Introductionmentioning

confidence: 99%

A Guanidine-Based Superbase as Efficient Chemiluminescence Booster

Geiselhart

Schmitt

Jöckle

et al. 2019

Sci Rep

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We introduce the guanidine-based superbase 1,5,7-triaza-bicyclo-[4.4.0]dec-5-ene (TBD) as efficient enabler for chemiluminescence (CL) based on luminol in a simple, ready-to-use two component system. The strong CL is generated by the superbase’s properties as peroxidase mimetic and bifunctional coreactant. The herein established concept allows for CL enabling molecules (superbases) to be readily implemented in larger molecular structures, including in polymers.

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