Calcium, Strontium, and Barium

Mukherjee, Debabrata

doi:10.1016/b978-0-12-409547-2.14715-8

Cited by 3 publications

(1 citation statement)

References 375 publications

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“…The highly electropositive K + is well-known for its ionic and nondirectional bonding and also the strong penchant for cation-π interaction with aromatic solvents like toluene . Structural adjustments by the electropositive heavier s-block metal ions are common . Hence, more complex and dynamic interactions between all components of the reaction, including the solvent, are likely the case.…”

Section: Results and Discussionmentioning

confidence: 83%

An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe₃)₂

Goswami,

Sarkar,

Mallick

et al. 2024

Organometallics

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KN(SiMe 3 ) 2 , a non-nucleophilic strong base, rarely misses deprotonating an imidazolium-2-H to give its N-heterocyclic carbene (NHC). We report a rare case of a -CH 2 -linked bifunctional imidazolium-phenol t Bu 2 -C 6 H 2 -2-CH 2 {CH(NCH�CHNAr)}]Br [LH 2 Br; Ar = 2,6-i Pr 2 −C 6 H 3 (Dipp)], whose attempted double deprotonation by KN(SiMe 3 ) 2 majorly gives an unusual substitution product [Apparently, the second KN(SiMe 3 ) 2 , instead of deprotonating the imidazolium-2-H, substitutes the whole imidazolium moiety from the benzylic carbon. Control experiments indicate a S N 1-type mechanism. But the intermediate LH, seemingly a zwitterionic imidazolium aryloxide, also shows a steady self-fragmentation by releasing free Dipp Imd to suggest a complex formative route for 1. Interestingly, LiN(SiMe 3 ) 2 in contrast favors the expected double deprotonation but further undergoes a 1,2-benzyl migration to give trimeric [Li(O-4,6-t Bu 2 -C 6 H 2 -2-CH 2 {C(NCH�CHNAr)}] 3 [4] 3 . Two plausible routes for the substitution and deprotonation are proposed using DFT calculations. However, considering the complexities involved, a better clarity of the Li/K divergence would require a more accurate modeling of the reaction species and explicit solvent molecules.

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Section: Results and Discussionmentioning

confidence: 83%

An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe₃)₂

Goswami,

Sarkar,

Mallick

et al. 2024

Organometallics

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Cyclopentadienyl Complexes of the Alkaline Earths in Light of the Periodic Trends

Baguli

Mondal

Mandal

et al. 2021

Chemistry An Asian Journal

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The electron‐rich cyclopentadienyl and the analogous indenyl and fluorenyl ligands (collectively denoted here as Cp’) have been impactful in stabilizing electron‐deficient metal centers including the highly electropositive alkaline earths. Being in the s‐block, the group 2 metals follow a major periodic variation in their atomic and ionic properties which is reflected in those Cp’ compounds. This article presents an overview of this class of compounds for all the five metals from beryllium to barium (radium is excluded for its radioactivity), highlighting their systematic variation.

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Fluorenyl-tethered N-heterocyclic carbene (NHC): an exclusive C-donor ligand for heteroleptic calcium and strontium chemistry

Mondal,

Sarkar,

Mandal

et al. 2024

Chem. Commun.

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Calcium, Strontium, and Barium

Cited by 3 publications

References 375 publications

An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe₃)₂

An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe₃)₂

Cyclopentadienyl Complexes of the Alkaline Earths in Light of the Periodic Trends

Fluorenyl-tethered N-heterocyclic carbene (NHC): an exclusive C-donor ligand for heteroleptic calcium and strontium chemistry

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Calcium, Strontium, and Barium

Cited by 3 publications

References 375 publications

An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe3)2

An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe3)2

Cyclopentadienyl Complexes of the Alkaline Earths in Light of the Periodic Trends

Fluorenyl-tethered N-heterocyclic carbene (NHC): an exclusive C-donor ligand for heteroleptic calcium and strontium chemistry

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Product

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An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe₃)₂

An Imidazolium Salt That Uncharacteristically Avoids the Imminent Deprotonation of Its Acidic 2-H Proton by KN(SiMe₃)₂