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- W2052475192 abstract "Abstract Similarly to NHCs, CAAC a and BAC a react with CO 2 to give the corresponding betaines. Based on the carbonyl stretching frequencies of cis ‐[RhCl(CO) 2 (L)] complexes, the order of electron donor ability was predicted to be CAAC a ≈BAC a >NHCs. When the betaines ν asym (CO 2 ) values are used, the apparent ordering is BAC a >NHCs≈CAAC a that indicates a limitation for the use of IR spectroscopy in the ranking of ligand σ‐donating ability. Although all carbenes react with carbon disulfide to give the corresponding betaines, a second equivalent of CS 2 reacts with the BAC‐CS 2 leading to a bicyclic thieno[2,3‐diamino]‐1,3‐dithiole‐2‐thione, which results from a novel ring expansion process. Surprisingly, in contrast to NHCs, CAAC a does not react with carbodiimide, whereas BAC a exclusively gives a ring expanded product, analogous to that obtained with CS 2 . The intermediate amidinate can be trapped, using the lithium tetrafluoroborate adduct of BAC b as a carbene surrogate." @default.
- W2052475192 created "2016-06-24" @default.
- W2052475192 creator A5019278344 @default.
- W2052475192 creator A5047323897 @default.
- W2052475192 creator A5058398435 @default.
- W2052475192 creator A5081380948 @default.
- W2052475192 date "2009-10-28" @default.
- W2052475192 modified "2023-10-18" @default.
- W2052475192 title "Reactivity of Cyclic (Alkyl)(amino)carbenes (CAACs) and Bis(amino)cyclopropenylidenes (BACs) with Heteroallenes: Comparisons with their<i>N</i>-Heterocyclic Carbene (NHCs) Counterparts" @default.
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- W2052475192 doi "https://doi.org/10.1002/asia.200900338" @default.
- W2052475192 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/2869243" @default.
- W2052475192 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/19780080" @default.
- W2052475192 hasPublicationYear "2009" @default.
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