Patai's Chemistry of Functional Groups 2009
DOI: 10.1002/9780470682531.pat0309
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Lithium Carbenoids

Abstract: Introduction General Reactivity and Structure Investigations Lithium Carbenoids as Reactive Intermediates in Synthesis Conclusions Acknowledgments

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“…Carbenoidic reagents play a prominent role within the plethora of homologating agents [ 3 6 ]. The term carbenoid was introduced by the pioneers in the field Closs and Moss who defined their chemical reactivity “qualitatively analogous to those of carbenes without necessarily being free divalent carbon species” [ 7 ].…”
Section: Introductionmentioning
confidence: 99%
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“…Carbenoidic reagents play a prominent role within the plethora of homologating agents [ 3 6 ]. The term carbenoid was introduced by the pioneers in the field Closs and Moss who defined their chemical reactivity “qualitatively analogous to those of carbenes without necessarily being free divalent carbon species” [ 7 ].…”
Section: Introductionmentioning
confidence: 99%
“…The concomitant presence of an electron-donating and electron-withdrawing substituent at the carbon center determines the so-called ambiphilicity of these reagents [ 5 , 10 ]. Thus, carbenoids display a dual reactivity ranging from nucleophilic to electrophilic [ 6 , 11 , 12 ]. Depending on the experimental conditions, they may selectively exhibit only one of these two properties [ 13 17 ]: it is normally accepted that the nucleophilic behavior is shown at low temperatures, while their electrophilicity comes into play at higher temperatures (Scheme 1 ) [ 6 , 18 , 19 ].…”
Section: Introductionmentioning
confidence: 99%
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