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Photoredox chemistry in the synthesis of 2-aminoazoles implicated in prebiotic nucleic acid synthesis
Ist Teil von
Chemical communications (Cambridge, England), 2020-11, Vol.56 (88), p.13563-13566
Ort / Verlag
England: Royal Society of Chemistry
Erscheinungsjahr
2020
Quelle
MEDLINE
Beschreibungen/Notizen
Prebiotically plausible ferrocyanide-ferricyanide photoredox cycling oxidatively converts thiourea to cyanamide, whilst HCN is reductively homologated to intermediates which either react directly with the cyanamide giving 2-aminoazoles, or have the potential to do so upon loss of HCN from the system. Thiourea itself is produced by heating ammonium thiocyanate, a product of the reaction of HCN and hydrogen sulfide under UV irradiation.
A direct link from cyanamide to cyanosulfidic chemistry
via
thiourea was demonstrated. 2-Aminoazoles were generated by photoredox cycling under prebiotically plausible conditions.