Cation affinity numbers of Lewis bases

نویسندگان

  • Christoph Lindner
  • Raman Tandon
  • Boris Maryasin
  • Evgeny Larionov
  • Hendrik Zipse
چکیده

Using selected theoretical methods the affinity of a large range of Lewis bases towards model cations has been quantified. The range of model cations includes the methyl cation as the smallest carbon-centered electrophile, the benzhydryl and trityl cations as models for electrophilic substrates encountered in Lewis base-catalyzed synthetic procedures, and the acetyl cation as a substrate model for acyl-transfer reactions. Affinities towards these cationic electrophiles are complemented by data for Lewis-base addition to Michael acceptors as prototypical neutral electrophiles.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Alkali Metal Cation versus Proton and Methyl Cation Affinities: Structure and Bonding Mechanism

We have analyzed the structure and bonding of gas-phase Cl-X and [HCl-X](+) complexes for X(+)= H(+), CH3 (+), Li(+), and Na(+), using relativistic density functional theory (DFT). We wish to establish a quantitative trend in affinities of the anionic and neutral Lewis bases Cl(-) and HCl for the various cations. The Cl-X bond becomes longer and weaker along X(+) = H(+), CH3 (+), Li(+), and Na(...

متن کامل

Hydrogen bonding in proton-transfer compounds of 5-sulfosalicylic acid with bicyclic heteroaromatic Lewis bases.

The crystal structures of quinolinium 3-carboxy-4-hydroxybenzenesulfonate trihydrate, C9H8N + C7H5O6S 3H2O, (I), 8-hydroxyquinolinium 3-carboxy-4-hydroxybenzenesulfonate monohydrate, C9H8NO + C7H5O6S H2O, (II), 8-aminoquinolinium 3-carboxy-4-hydroxybenzenesulfonate dihydrate, C9H9N2 + C7H5O6S 2H2O, (III), and 2-carboxyquinolinium 3-carboxy-4-hydroxybenzenesulfonate quinolinium-2-carboxylate, C1...

متن کامل

Synthesis and Lewis acid properties of a ferrocene-based planar-chiral borenium cation.

The first planar chiral ferrocenylborenium species (pR)-3(+) is obtained in the enantiopure form by halide abstraction from the corresponding chloroborane adduct (pR)-2 using Krossing's salt. Competition experiments suggest that the Lewis acidity of (pR)-3(+) is higher than that of B(C6F5)3 towards anions and slightly lower towards neutral Lewis bases. The ferrocenylborenium species (pR)-3(+) i...

متن کامل

Nature of Lithium Interactions with DNA Nucleobases: Theoretical Study

In the present study, the interactions of three different lithium species Li+, Li3+ and CH3Li with several different sites of the most stable tautomers of DNA nucleo-bases are presented. This investigation is based on the results of thermochemical properties, Quantum Theory of Atoms in Molecules (QTAIM) and Natural Bond Orbi...

متن کامل

A new approach to internal Lewis pairs featuring a phosphenium acid and a pyridine base.

A bis(imino)acenaphthene (BIAN) ligand containing a pendant Lewis base has been used as a new framework to support a N-heterocyclic phosphenium cation (NHP). Reactivity studies demonstrate the ability of the ligand to act as a Lewis base, while the phosphorus centre provides a Lewis acidic site, giving new opportunities in NHP chemistry.

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره 8  شماره 

صفحات  -

تاریخ انتشار 2012