HeI photoelectron spectra and X-ray crystal structure of 2,2-difluoro-4-methyl-5,6-[2H-benzopyrano(3,4-e)-2-one]-1,3,2-dioxaborine

被引：12

作者：

Traven, VF ^{[1
]}

Manaev, AV ^{[1
]}

Chibisova, TA ^{[1
]}

机构：

[1] Mendeleev Univ Chem Technol Russia, Dept Organ Chem, Moscow 125047, Russia

来源：

JOURNAL OF ELECTRON SPECTROSCOPY AND RELATED PHENOMENA | 2005年 / 149卷 / 1-3期

关键词：

3-acetyl-4-hydroxycoumarin; 2,2-difluoro-4-methyl-5,6-[2H-benzopyrano(3,4-e)-2-one]-1,3,2-dioxaborine; tautomerism; photoelectronspectroscopy; X-ray crystal analysis; electron structure;

D O I：

10.1016/j.elspec.2005.06.001

中图分类号：

O433 [光谱学];

学科分类号：

0703 ; 070302 ;

摘要：

The HeI photoelectron spectra of 2,2-difluoro-4-methyl-5,6-[2H-benzopyrano(3,4-e)-2-one]-1,3,2-dioxaborine have been measured and compared with PES of 3-acetyl-4-hydroxycoumarin. The ionization bands in the spectra have been assigned on the basis of AMI semi-empirical quantum chemical calculations. X-ray analysis of the boron chelate crystals has also been undertaken. Effective pi-electron delocalization in the 1,3,2-dioxaborine ring of 2,2-difluoro-4-methyl-5,6-[2H-benzopyrano(3,4-e)-2-one]-1,3,2-dioxaborine both in gas phase and in solid state has been suggested. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：6 / 10

页数：5

共 21 条

[1]

BERITOVA SS, 1979, THEOR I EXP KHIM, V15, P575

[2]

BROTON NMD, 1969, J CHEM SOC A, P526

[3] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].

DEWAR, MJS ;

ZOEBISCH, EG ;

HEALY, EF ;

STEWART, JJP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909

[4] STUDIES ON 4-HYDROXYCOUMARINS .13. THE MECHANISM FOR THE REACTION OF 4-HYDROXYCOUMARIN WITH ALIPHATIC ACID CHLORIDES [J].

EISENHAUER, HR ;

LINK, KP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (09) :2044-2045

[5] SPECTRAL INVESTIGATIONS OF METAL COMPLEXES OF BETA-DIKETONES .1. NUCLEAR MAGNETIC RESONANCE AND ULTRAVIOLET SPECTRA OF ACETYLACETONATES [J].

HOLM, RH ;

COTTON, FA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (21) :5658-5663

[6] The classification of wave functions and eigen-values to the single electrons of an atom [J].

Koopmans, T .

PHYSICA, 1934, 1 :104-113

[7]

MARKIN VS, 1984, ZH VSES KHIM OVA+, V29, P457

[8]

MICHAILOV BM, 1977, PURE APPL CHEM, V49, P479

[9] REACTIONS OF 2,2-DIFLUORO-4-METHYLNAPHTHO[1,2-E]-1,3,2-DIOXABORIN AND ITS [2,1-E] ISOMER WITH N,N-DIMETHYLFORMAMIDE [J].

REYNOLDS, GA ;

VANALLAN, JA .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1969, 6 (03) :375-+

[10]

REYNOLDS GA, 1979, J HETEROCYCLIC CHEM, V16, P369, DOI 10.1002/jhet.5570160234

← 1 2 3 →