Organolithium Reagents in Pharmaceutical Asymmetric Processes

Solid-state and solution structures of hetero-aggregates formed between nBuLi and NCN pincer aryl lithium

“…The addition of slightly more than 3 equivalents of nBuLi to either 3 2 ·[nBuLi] 2 or 4 2 ·[nBuLi] 2 , giving a 4 : 1 ratio of nBuLi to NCNLi, shifts the observed equilibria in favour of 6 or 7, respectively. One equivalent of free [nBuLi] 6 is also observed, suggesting that no further nBuLi-enriched aggregates are present or thermodynamically stable enough to allow observation. As shown in Fig.…”

Pincer Complexes of Lithium, Sodium, Magnesium and Related Metals: A Discussion of Solution and Solid-State Aggregated Structure and Reactivity

“…The discovery (Victor Grignard [3][4][5][6]) of the utility [3][4][5][6][7][8][9][10][11] of organomagnesium compounds, and the subsequent syntheses and applications of organolithium reagents by Schlenk, Ziegler, Wittig, Gilman and others [9][10][11][12][13][14] can now be seen as a pivotal turning point in modern synthetic chemistry [12][13][14][15][16][17][18][19][20][21]. In this regard, several excellent reviews by Seyferth on the early chemistry of organoalkali and organozinc chemistries has appeared [18][19][20].…”

“…Indeed, few total syntheses carried out today do not employ these classic reagents. In recent years, the milder (and often more selective) organocopper [21][22][23][24][25][26][27][28] and organozinc reagents [29][30][31][32][33][34][35] have become of widespread synthetic utility and accessibility. Given the rich history of the title elements in organic synthesis and organometallic chemistry in general, it is of little surprise that these elements have been investigated and utilised in the chemistry of the "pincer" ligands ( Fig.…”

Theoretical Study on Reaction of Furan Anion with N2O in Gas Phase

“…1 In many cases, it is a reactive nucleophilic intermediate [2][3][4][5][6][7] and is often met in organic chemistry, organometallic chemistry, alkyl lithium chemistry and so on. [8][9][10][11][12][13][14][15] Many experiments have demonstrated that stable carbanions, owing to charge delocalization, do exist. [2][3][4][5][6][7][8][9][10][11][12][13][14][15][16] However, they have not been successfully isolated, possibly due to their high reactivities.…”