Estimation of ground- and excited-state dipole moments of 3-acetoacetyl-coumarin derivatives from a solvatochromic shift method based on the solvent polarity parameter

被引:15
作者
Makhloufi-Chebli, Malika [1 ,2 ]
Hamdi, Safouane M. [3 ]
Rabahi, Amal [1 ]
Silva, Artur M. S. [4 ,5 ]
Hamdi, Maamar [1 ]
机构
[1] Univ Sci & Technol, Fac Chim, Lab Chim Organ Appl, El Alia Bab Ezzouar 16111, Alger, Algeria
[2] Univ Mouloud Mammeri, Fac Sci, Dept Chim, Tizi Ouzou 15000, Algeria
[3] CHU Toulouse 3330, Inst Federatif Biol, Lab Biochim Purpan, F-31039 Toulouse 9, France
[4] Univ Aveiro, Dept Chem, P-3810193 Aveiro, Portugal
[5] Univ Aveiro, QOPNA, P-3810193 Aveiro, Portugal
关键词
3-Acetoacetylcoumarin; Benzocoumarin; Fluorescence; Photophysical properties; PROTON-TRANSFER REACTIONS; ENERGY-TRANSFER; FLUORESCENCE; COMPLEXES; TRANSITION; CHEMILUMINESCENCE; MOLECULES; COUMARINS;
D O I
10.1016/j.molliq.2013.02.019
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The optical properties of 1 (3-acetoacetylcoumarin), 2 (3-acetoacetylbenzo[f]coumarin) and 3 (3-acetoacetylbenzo[h]coumarin) were investigated by UV/vis absorption and fluorescence spectroscopy in solvents of different polarities at room temperature (298 K). Solvatochromic correlations were used to estimate the ground-state (mu(g)) and excited-state (mu(e)) dipole moments. The excited-state dipole moments for the three molecules were found to be larger than the corresponding ground-state dipole moments. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:89 / 96
页数:8
相关论文
共 25 条
[1]  
[Anonymous], 1992, Progress in Photochemistry and Photophysics
[2]   EXCITED-STATE PROTON-TRANSFER REACTIONS .1. FUNDAMENTALS AND INTERMOLECULAR REACTIONS [J].
ARNAUT, LG ;
FORMOSINHO, SJ .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1993, 75 (01) :1-20
[3]   Luminescent properties of diketonates of trivalent europium with dimethyl sulfoxide [J].
Brito, HF ;
Malta, OL ;
Menezes, JFS .
JOURNAL OF ALLOYS AND COMPOUNDS, 2000, 303 :336-339
[4]   Spectroscopic properties and design of highly luminescent lanthanide coordination complexes [J].
de Sá, GF ;
Malta, OL ;
Donegá, CD ;
Simas, AM ;
Longo, RL ;
Santa-Cruz, PA ;
da Silva, EF .
COORDINATION CHEMISTRY REVIEWS, 2000, 196 :165-195
[5]   Chemiluminescence of systems containing lanthanide ions [J].
Elbanowski, M ;
Makowska, B ;
Staninski, K ;
Kaczmarek, M .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2000, 130 (2-3) :75-81
[6]   Fluorescence study of 3-acetoacetyl-7-methyl-2H,5H-pyranopyran-2,5-dione: Evidence for the two cis-enol forms? [J].
Ellingsen, G ;
Vercruysse, K ;
Speziale, V ;
Hamdi, M ;
FeryForgues, S .
ACTA CHEMICA SCANDINAVICA, 1997, 51 (04) :521-526
[7]   Estimation of dipole moments of some biologically active coumarins by solvatochromic shift method based on solvent polarity parameter, ETN [J].
Evale, Basavaraj G. ;
Hanagodimath, S. M. ;
Khan, Imthyaz Ahmed ;
Kulkarni, ManoharV. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2009, 73 (04) :694-700
[8]   Strong interaction between a fluorescent β-diketone derivative and alkali and alkaline earth cations in solution studied by spectrophotometry [J].
Fery-Forgues, S ;
Lavabre, D ;
Rochal, AD .
NEW JOURNAL OF CHEMISTRY, 1998, 22 (12) :1531-1538
[9]   EXCITED-STATE PROTON-TRANSFER REACTIONS .2. INTRAMOLECULAR REACTIONS [J].
FORMOSINHO, SJ ;
ARNAUT, LG .
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1993, 75 (01) :21-48
[10]  
GIRI R, 1992, CURR SCI INDIA, V62, P522