From Pyrylium to Pyridinium Salts: Understanding Physicochemical Features

نویسندگان

  • Antonio Franconetti
  • Lidia Contreras-Bernal
  • Francisca Cabrera-Escribano
چکیده

It is known that physical properties of pyridinium salts can be modulated by their chemical characteristics. Owing to their broad range of applications in biology, biotechnology and chemical research, the design and synthesis of a series of 2,4,6-triarylpyridinium salts with modified structural backbone have been carried out. The main strands of work have included modifications on pyrylium cation and nature of amines used as precursors. For pyrylium moiety electronic and steric changes in ortho and para positions were performed. The steric influence of the neighbouring groups into the amine reactivity and the changes of the nucleophile strength of this function have also been investigated. Thus, we have analyzed all these aspects to understand the chemical reactivity and seeking further applications.

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

Self-Assembly of Concentric Hexagons and Hierarchical Self-Assembly of Supramolecular Metal-Organic Nanoribbons at the Solid/Liquid Interface.

In an effort to exert more precise control over structural features of supramolecules, a series of giant concentric hexagons were assembled as discrete structures using tetratopic terpyridine (tpy) ligands. In preparation of tetratopic ligand, pyrylium and pyridinium salts chemistry significantly facilitated synthesis. The key compounds were obtained by condensation reactions of pyrylium salts ...

متن کامل

Infra-red Absorption Spectra of Pyrylium Salts

The infra-red absorption spectra of the unsubstituted pyrylium cation and of 25 di-, tri-, tetraand per&-substituted pyrylium salts (mostly perchlorates) with alkyl and/or phenyl groups are described. Assignments of IR bands are made in correlation with the spectrum of pyridine, and the variation of band position and intensity depending on substitution is discussed. Implications for the assignm...

متن کامل

Chem. Pharm. Bull. 53(1) 60—63 (2005)

construction of various heterocyclic rings. The reactions of pyrylium or thiopyrylium salts, six-membered cationic heteroaromatics containing an oxygen or sulfur atom, with nitrogen-containing nucleophiles to afford a variety of nitrogen-containing heterocyclic compounds provide one of the most effective examples of the ring transformation. Sixmembered heterocycles such as pyridines, quinolines...

متن کامل

Ultrafast excited-state dynamics of donor-acceptor biaryls: comparison between pyridinium and pyrylium phenolates.

The excited-state dynamics of two donor-acceptor biaryls that differ by the strength of the acceptor, a pyridinium or a pyrylium moiety, have been investigated using a combination of steady-state solvatochromic absorption, ultrafast fluorescence, as well as visible and infrared transient absorption spectroscopies. The negative solvatochromic behavior of pyridinium phenolate indicates that the p...

متن کامل

Peptides Labeled with Pyridinium Salts for Sensitive Detection and Sequencing by Electrospray Tandem Mass Spectrometry

Mass spectrometric analysis of trace amounts of peptides may be problematic due to the insufficient ionization efficiency resulting in limited sensitivity. One of the possible ways to overcome this problem is the application of ionization enhancers. Herein we developed new ionization markers based on 2,4,6-triphenylpyridinium and 2,4,6-trimethylpyridinium salts. Using of inexpensive and commerc...

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   شماره 

صفحات  -

تاریخ انتشار 2013