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Carbene radicals, in which the carbene is bonded to an open-shell metal with the carbene carbon possessing a radical character. Carbene radicals have features of both Fischer and Schrock carbenes, but are typically long-lived reaction intermediates. The "second generation" of the Grubbs catalysts for alkene metathesis features an NHC ligand.
Carbyne molecules are generally found to be in electronic doublet states: the non-bonding electrons on carbon are arranged as one radical (unpaired electron) and one electron pair, leaving a vacant atomic orbital, rather than being a triradical (the quartet state).
Carbene complexes have been synthesized from most transition metals and f-block metals, [2] using many different synthetic routes such as nucleophilic addition and alpha-hydrogen abstraction. [1] The term carbene ligand is a formalism since many are not directly derived from carbenes and most are much less reactive than lone carbenes. [2]
The Wheel of Fortune from Carmina Burana. Carmina Burana (/ ˈ k ɑːr m ɪ n ə b ʊ ˈ r ɑː n ə /, Latin for "Songs from Benediktbeuern" [Buria in Latin]) is a manuscript of 254 [1] poems and dramatic texts mostly from the 11th or 12th century, although some are from the 13th century.
Bonding between carbene and the metal centre involves a strong σ donation from sp 2 orbital to an empty d orbital on metal centre and a weak π back donation from the metal centre to the empty p z orbital. Because the π donation is weak, the carbene carbon is electrophilic in nature. [1] Because of this bonding property, Fischer carbenes ...
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The net reaction gives a transition metal carbene complex: L n M≡CR + HX → L n (X)M=CHR. These complexes can also undergo photochemical reactions. In some carbyne complexes, coupling of the carbyne ligand to a carbonyl is observed. Protonation of the carbyne carbon and conversion of the carbyne ligand into a π-allyl. [13]
The carbene compound may include a bioorthogonal tag or handle by which the protein of interest can be isolated. The protein can then be digested and sequenced by mass spectrometry in order to identify which residues the carbene containing ligand is bound to, and hence the identity of the binding site in the receptor.