Photoreactions of cyclic sulfite esters: Evidence for diradical intermediates

White, Rick C.; Arney, Benny E.; Ihmels, Heiko

doi:10.3762/bjoc.8.134

Cited by 7 publications

(8 citation statements)

References 21 publications

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“…[229] A ferrocene-containing bis(triazolium)-based macrocyclic system was also shown to recognize chloride and benzoate anions. [230] A ferrocene-based imidazophenanthroline dyad chemosensor designed by Tarraga's and Molina's group effectively recognized aqueous hydrogenpyrophosphate and the organic anions ADP and ATP through three different channels, provoking cathodic shifts of the ferrocene CV wave ranging from -130 mV for hydrogenpyrophosphate and fluoride to -40 mV for ADP. [231] Ferrocene-based ureas have also been used as receptors of H 2 PO 4 and fluoride anions.…”

Section: Ferrocenes In Supramolecular Ensembles Liquid Crystals Andmentioning

confidence: 99%

Why is Ferrocene so Exceptional?

2016

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The appearance of ferrocene in the middle of the 20th century has revolutionized organometallic chemistry and is now providing applications in areas as varied and sometimes initially unexpected as optical and redox devices, battery and other materials, sensing, catalysis, including asymmetric and enantioselective catalysis, and medicine. The author presents here a general, although personal, view of ferrocene's chemistry, properties, functions, and applications through a literature survey involving both historical and up‐to‐date trends and including examples of his group's research in a number of these areas. The review gathers together general features of ferrocene chemistry and representative examples of the salient aspects. Its focus is on ferrocene's basic properties, ferrocene‐containing ligands, the ferrocene/ferricinium redox couple, ferrocene mixed‐valence and average‐valence systems, the ferricinium/ferrocene redox shuttle in catalysis, ligand‐exchange reactions, ferrocene‐containing polymers, ferrocene‐containing structures for cathodic battery and other materials, ferrocenes in supramolecular ensembles, liquid crystals, and nonlinear optical materials, ferrocene‐containing stars and their electrostatic effects, ferrocene‐containing dendrons, dendrimers, and nanoparticles (NPs) and their application in redox sensing and catalysis, and ferrocenes in nanomedicine.

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Section: Ferrocenes In Supramolecular Ensembles Liquid Crystals Andmentioning

confidence: 99%

Why is Ferrocene so Exceptional?

2016

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“…The observation that the photoreaction of the sulfite esters in methanol gave ethers 7 , 11 , 12 , 13 as the major products shows the ionic intermediates of the photochemical reaction of sulfite esters (Scheme ). In the case of 9 , in addition to 12 , the photolysate also includes 21 , 22 , 23 , 24 , which was also observed in acetonitrile .…”

Section: Resultsmentioning

confidence: 82%

“…In an earlier manuscript on the photochemistry of cyclic sulfite esters, we reported that although both hydrogen and aryl groups migrate, oxirane formation is not observed [4].…”

Section: Introductionmentioning

confidence: 89%

Ionic Pathways in the Photochemistry of Cyclic Sulfite Esters

White

Arney

Perry

et al. 2016

Journal of Heterocyclic Chem

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“…Previous studies involving the extrusion of SO from sulfoxides have proposed both triplet radical, [23] and singlet homolytic [24] cleavage mechanisms. While no cross-products are formed when 2 Me 2 is irradiated in the presence of 2 this does not allow for the unambiguous distinction between radical and homolytic cleavage of the carbonÀsulfur bond.…”

Section: Methodsmentioning

confidence: 99%