New stable colored complex of Al3+ with 1',3',3'‐trimethylspiro[2H‐1‐benzopyran‐2,2'‐indoline] (BIPS)

Peter P. Levin; Nikolay E. Belikov; Irina I. Levina; Alexander S. Tatikolov; Andrey A. Khodonov; Igor V. Khudyakov

doi:10.1002/poc.4012

journal article Sep 04, 2019

New stable colored complex of Al3+ with 1',3',3'‐trimethylspiro[2H‐1‐benzopyran‐2,2'‐indoline] (BIPS)

Peter P. Levin

Nikolay E. Belikov

Irina I. Levina

Alexander S. Tatikolov

Andrey A. Khodonov

Igor V. Khudyakov

Journal of Physical Organic Chemistry Vol. 32 No. 12 · Wiley

View at Publisher Save 10.1002/poc.4012

Abstract

AbstractUltraviolet‐visible (UV‐vis) absorption, flash photolysis, and 1H and 13C NMR spectroscopy were used to investigate the mechanism of formation and structure of complexes in the 1',3',3'‐trimethylspiro[2H‐1‐benzopyran‐2,2'‐indoline] (SP, also well known as BIPS) with Al3+ (inorganic salts) in ethanol (EtOH), methanol (MeOH), and in aqueous MeOH solutions. A labile (equilibrium constants ≤ 5000 M−1) complex of SP and Al3+ with broad absorption band in the UV‐vis with λmax = 380 nm appeared promptly in the presence of an excess of Al3+. The slow formation of a stable complex (SC) between Al3+ and two merocyanine (MC) forms of SP with an intensive absorption band at λmax = 430 nm is observed with a yield of 1.0 upon keeping the solutions of these two compounds at constant concentration ratio [Al3+] ≥[SP]/2 in the dark. The rate constants of such SC formation were close to the corresponding rate constant of the transformation of SP into MC in the dark (5.0×10−5‐1×10‐3 s‐1, depending upon the solvent). The photolysis of the SC with visible light (λ > 400 nm) results in the total conversion of the SC into SP. The SC forms promptly after the addition of Al3+ at concentrations of the same order as those of MC. This method allows detection of [Al3+] to concentrations as low as 50 nM. The kinetics and thermodynamic parameters of the SP and MC reactions and of their complex formation with Al3+ are discussed.

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Details

Published: Sep 04, 2019
Vol/Issue: 32(12)
License: View

Authors

P

Peter P. Levin

Emanuel Institute of Biochemical Physics Russian Academy of Sciences Moscow Russia; Semenov Institute of Chemical Physics Russian Academy of Sciences Moscow Russia

N

Nikolay E. Belikov

Emanuel Institute of Biochemical Physics Russian Academy of Sciences Moscow Russia

I

Irina I. Levina

Emanuel Institute of Biochemical Physics Russian Academy of Sciences Moscow Russia

A

Alexander S. Tatikolov

Emanuel Institute of Biochemical Physics Russian Academy of Sciences Moscow Russia

A

Andrey A. Khodonov

Emanuel Institute of Biochemical Physics Russian Academy of Sciences Moscow Russia

I

Igor V. Khudyakov

Department of Chemistry Columbia University New York NY

Cite This Article

Peter P. Levin, Nikolay E. Belikov, Irina I. Levina, et al. (2019). New stable colored complex of Al3+ with 1',3',3'‐trimethylspiro[2H‐1‐benzopyran‐2,2'‐indoline] (BIPS). Journal of Physical Organic Chemistry, 32(12). https://doi.org/10.1002/poc.4012

New stable colored complex of Al3+ with 1',3',3'‐trimethylspiro[2H‐1‐benzopyran‐2,2'‐indoline] (BIPS)

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