Solvation numbers of ions

Hinton, James F.; Amis, Edward S.

doi:10.1021/cr60274a003

Cited by 214 publications

(74 citation statements)

References 62 publications

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“…Different aryl ketimines proceeded smoothly to produce the corresponding amino nitriles in high yields with good to excellent enantioselectivities (82-95 % ee) ( Table 5, entries [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16]. Ketimines containing electron-withdrawing groups had relatively higher reactivities than those bearing electron-donating groups (Table 5, entries 2-10 vs. [11][12][13][14][15]. Notably, the ortho-chloro substituent, compared with the meta or para one on the phenyl ring, afforded excellent ee (Table 5, entries 3 and 6 vs. 4, 5, and 7).…”

Section: Resultsmentioning

confidence: 99%

“…By taking advantage of the detailed studies on hypervalent silicon intermediates [6b] and ion pairs, [15] compound 4 was formed (Scheme 3, step I). PBAP might not only favor the formation of a hydrogen bond with a sodium salt, but might also serve to activate ketimine 1 and participate in the asymmetric induction of the reaction (Scheme 3, step II).…”

Section: Resultsmentioning

confidence: 99%

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Facile and Efficient Enantioselective Strecker Reaction of Ketimines by Chiral Sodium Phosphate

Shen

Liu

Cai

et al. 2009

Chemistry A European J

103

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A facile and efficient enantioselective Strecker reaction of ketimines catalyzed by a chiral alkali-metal salt has been developed. When 10 mol % BNPNa (BNP = 1,1'-binaphthyl-2,2'-diylphosphate) prepared in situ and 10 mol % para-tert-butyl-ortho-adamantylphenol (PBAP) were introduced into the reaction, up to 96% yield and up to 95% ee (ee = enantiomeric excess) were obtained. Both aliphatic and aromatic ketimines, especially sterically bulky cyclic ketimines derived from beta-acetonaphthone, alpha-indanone, and alpha-tetralone were found suitable for this reaction. On the basis of the experimental results and previous reports, trimethylsilyl cyanide (TMSCN) was indicated to be the real reactive nucleophile despite the existence of PBAP, and a possible working model was proposed to explain the origin of the asymmetric induction. The facile availability of 1,1'-binaphthyl-2,2'-diylphosphoric acid (BNPH) and the simplicity of the procedure are beneficial for practical applications.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Facile and Efficient Enantioselective Strecker Reaction of Ketimines by Chiral Sodium Phosphate

Shen

Liu

Cai

et al. 2009

Chemistry A European J

103

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show abstract

“…It must be also recognized that the concentration change was more outstanding in the gels immersed in the group (K +, Cs +) than in the gels immersed in the group (Li +, Na+). The difference between these two groups of ions (K +, Cs § and (Li +, Na § is that the former group belongs to the structure breaker (structure disordering) ions, and the latter group is the structure maker (structure ordering) ions relative to the structure of water [16,17]. This will be discussed again.…”

Section: I~ ~mentioning

confidence: 99%

The rheological study of the interaction between alkali metal ions and kappa-carrageenan gels

Watase

Nishinari

1982

Colloid & Polymer Sci

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Abstract:The rheological change in kappa-carrageenan and agarose gels immersed in alkali metal salt solution was studied by the measurement of longitudinal vibrations. The storage modulus of kappa-carrageenan gel increased remarkably by the immersion, while that of agarose gel did not change so much. The reason of this change in kappa-carrageenan was ascribed to the shielding effect of the electrostatic repulsion of sulfate groups by alkali metal ions. As a result of the shielding, the helical structure was thought to become the densely packed state. The difference of the action between the two groups (Li +, Na +) and (K +, Cs +) was discussed from the viewpoint that these ions are either structure makers or breakers for the structure of water.

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“…Une revue de mCthodes utilisCes pour Ctudier la solvatation des ions a ttk faite par Hinton et Amis (2) L'application directe de la loi de Stokes donne un rayon de l'ion solvat6 erront Ce rayon est un rayon dynamique, il fait intervenir la viscosit6 du solvant Dur et il est toujours infkrieur au rayon cristallin r,. 11 faut alors faire une correction qui repose sur I'hypothese que les ions tCtraalkylammonium ne sont pas solvat6s (31).…”

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Etude des mobilités ioniques dans les mélanges eau–hexaméthylphosphotriamide. I. Cas du HMPT pur à 25 °C

Bollikger¹,

Persin²,

Gál³

1976

Can. J. Chem.

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Solvation numbers of ions

Cited by 214 publications

References 62 publications

Facile and Efficient Enantioselective Strecker Reaction of Ketimines by Chiral Sodium Phosphate

Facile and Efficient Enantioselective Strecker Reaction of Ketimines by Chiral Sodium Phosphate

The rheological study of the interaction between alkali metal ions and kappa-carrageenan gels

Etude des mobilités ioniques dans les mélanges eau–hexaméthylphosphotriamide. I. Cas du HMPT pur à 25 °C

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