Detection of boronic acids through excited-state intramolecular proton-transfer fluorescence.

نویسندگان

  • Matthew R Aronoff
  • Brett VanVeller
  • Ronald T Raines
چکیده

Boronic acids are versatile reagents for the chemical synthesis of organic molecules. They and other boron-containing compounds can be detected readily by the interruption of the excited-state intramolecular proton transfer (ESIPT) of 10-hydroxybenzo[h]quinolone. This method is highly sensitive and selective, and useful for monitoring synthetic reactions and detecting boron-containing compounds on a solid support.

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

Excited-state intramolecular proton transfer of 2-acetylindan-1,3-dione studied by ultrafast absorption and fluorescence spectroscopy.

We employ transient absorption from the deep-UV to the visible region and fluorescence upconversion to investigate the photoinduced excited-state intramolecular proton-transfer dynamics in a biologically relevant drug molecule, 2-acetylindan-1,3-dione. The molecule is a ß-diketone which in the electronic ground state exists as exocyclic enol with an intramolecular H-bond. Upon electronic excita...

متن کامل

Fluorescence Studies of Excited State Intramolecular Proton Transfer (ESIPT) in Molecules Isolated in Solid Argon: 3-Hydroxyflavone and 2,5-Bis(2-benzoxazolyl)hydroquinone

ĥe fluorescence properties of 3-hydroxyflavone and 2,5-bis(2-benzoxazolyl)hydroquinone have been investigated in solid argon matrices a t 15 K. In both cases dominant emission from the tautomeric form of the molecules is observed. The excitation spectra of this fluorescence a n d a weak fluorescence at shorter wavelength show that the latter is due to molecules with a different ground state, pr...

متن کامل

Coherent excited state intramolecular proton transfer probed by time-resolved fluorescence.

An ultra-fast chemical reaction can act as an impulsive excitation of the vibrations. Excited state intramolecular proton transfer in 10-hydroxybenzo[h]quinoline proceeds in 13 fs. As a result, product vibrational modes with their periods longer than (13 x 2) fs are coherently excited in the product potential surface, which can be observed most unambiguously by the oscillations in the time-reso...

متن کامل

Chloride sensing via suppression of excited state intramolecular proton transfer in squaramides.

A new design strategy is described for chloride ion sensors based on suppression of excited state intramolecular proton transfer in squaramides as a fluorescence "turn on" mechanism.

متن کامل

On the Barrier to Excited-state Intramolecular Proton Transfer (esipt): the Controversial Assignment of the Spectra of 2,5-bis(2-benzoxazolyijhydroquinone in Solid Argon

The spectra of 2,5-bis( 2-benzoxazolyl)hydroquinone (BBXHQ) in solid argon at IS K reveals two species. The major species (96%) undergoes very efficient excited-state intramolecular proton transfer (ESIPT) after excitation to S,. It is assigned to the isolated BBXHQ molecule (solvated by argon atoms) in which ESIPT is not thermally activated. Either no energy barrier exists or it can be overcom...

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:
  • Organic letters

دوره 15 20  شماره 

صفحات  -

تاریخ انتشار 2013