Three-membered Rings with One Silicon, Germanium, Tin or Lead Atom

Méndez‐Rojas, Miguel A.; Merino, Gabriel

doi:10.1016/b978-008044992-0.00109-7

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2023

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“…The chemical behavior of three-membered ring heterocycles is mostly dictated by the release of the ring strain as the main driving force, with a strong influence both of the nature of the embedded heteroelement and of the degree of unsaturation of the cycle . They have proven to be molecules of choice in organic synthesis, offering a wide range of reactivity and a versatile chemistry, especially when combined with catalysis .…”

Section: Introductionmentioning

confidence: 99%

1,2-Palladasilacyclobutene: The Missing Link in the Pd-Catalyzed Annulation of Alkynes for the Silirene-to-Silole Transformation

et al. 2023

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The palladium-catalyzed annulation reaction of alkynes enables an attractive approach to siloles. Their access from silirenes and terminal alkynes proved rather general, involving reactive intermediates that have remained elusive to date. Starting from 1,2-bis(3-thienyl)silirene as a source of photochromic siloles, the mechanism of the annulation reaction has been revisited, and palladasilacyclobutenes resulting from the activation of the silirene could be isolated and thoroughly characterized (NMR, X-ray, and DFT). Their role as reactive intermediates and their fate in the course of the reaction were also studied in situ. In combination with indepth DFT calculations, a clearer picture of the mechanism and the reactive key species is disclosed.

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Section: Introductionmentioning

confidence: 99%