Browsing by Author "Liu, Shu-kai"

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Carbodicarbenes and their Captodative Behavior in Catalysis
(2018-04-09)
Liu, Shu-kai
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Shih, Wei-Chih
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Chen, Wen-Ching
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Ong, Tiow-Gan
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交大名義發表
That of carbones is a new family member in the class of low-valent carbon compounds. Unlike its cousin, the conventional carbene, the carbone possesses two free electron lone pairs. In combination with their unique allene-type structure, they possess stronger sigma-donating ability than conventional carbenes such as NHCs or CAACs. Because of this property, they have a huge potential to become a new class of ligands in organometallic chemistry and catalysis. Although carbodiphosphoranes (CDP) were initially discovered in 1961, nearly 50years were needed to attract the attention of the chemical community with the synthesis of the carbodicarbene (CDC). This Concept paper summarizes developments over the last 10years and future outlooks for this new class of sigma-donors, particularly carbodicarbenes.
Carbodicarbenes: Unexpected pi-Accepting Ability during Reactivity with Small Molecules
(2017-09-13)
Chen, Wen-Ching
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Shih, Wei-Chih
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Jurca, Titel
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Zhao, Lili
;
Andrada, Diego M.
An investigation of carbodicarbenes, the less explored member of the carbenic complex/ligand family has yielded unexpected electronic features and concomitant reactivity. Observed 1,2-addition of E-H bonds (E = B, C, Si) across the carbone central carbon and that of the flanking N-heterocyclic carbene (NHC) fragment, combined with single-crystal X-ray studies of a model Pd complex strongly suggests a significant level of pi-accepting ability at the central carbon of the NHC moiety. This feature is atypical of classic NHCs, which are strong sigma-donors, with only nominal pi-accepting ability. The unanticipated pi-acidity is critical for engendering carbodicarbenes with reactivity more commonly observed with frustrated Lewis pairs (FLPs) rather than the more closely related NHCs and cyclic (alkyl)(amino)carbenes (CAACs).