Synthesis of new 2,3-perfluoroalkyl- and perfluoroaryl-1,4-diazabutadienes (α-diimines)

被引：11

作者：

Diel, BN ^{[1
]}

Deardorff, PJ ^{[1
]}

Zelenski, CM ^{[1
]}

机构：

[1] Midwest Res Inst, Dept Chem Sci, Kansas City, MO 64110 USA

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 49期

关键词：

diimines; diones; halogens; halogen compounds; N-imides;

D O I：

10.1016/S0040-4039(99)01692-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of either decafluorobenzil or perfluorobiacetyl with two equivalents of Li[N(SiMe3)(2)], followed by quenching with ClSiMe3, provides N,N'-bis(trimethylsilyl)-1,2-bis(pentafluorophenyl)ethanediimine 1 and N,N'-bis(trimethylsilyl)- 1,1,1,4,4,4-hexafluoro-2,3-butanediimine 2, respectively. These represent the first examples of perfluoroalkyl- and perfluoroaryl-substituted diazabutadienes. Both compounds have been characterized based on C-13 NMR, IR, elemental analysis and, for 1, single crystal X-ray crystallographic structure determination. Compound 1 crystallizes in the C2/c space group, with a=20.3203(9) X, b=6.0758(3) X, c=19.7948(9) X, alpha=90 degrees, beta=106.2903(7)degrees, gamma=90 degrees. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：8523 / 8527

页数：5

共 14 条

[1]

Diel BN, 1999, HETEROATOM CHEM, V10, P423, DOI 10.1002/(SICI)1098-1071(1999)10:5<423::AID-HC13>3.3.CO

[2]

2-2

[3]

DIEL BN, UNPUB ORGANOMETALLIC

[4]

DIEL BN, UNPUB INORG CHEM

[5] RECENT DEVELOPMENTS IN THE CHEMISTRY OF ORTHO-BENZOQUINONE-DIIMINES [J].

FRIEDRICHSEN, W ;

BOTTCHER, A .

HETEROCYCLES, 1981, 16 (06) :1009-1034

[6] METALLOINTERCALATORS - SYNTHESES, STRUCTURES, AND PHOTOCHEMICAL CHARACTERIZATIONS OF PHENANTHRENEQUINONE DIIMINE COMPLEXES OF RHODIUM(III) [J].

KROTZ, AH ;

KUO, LY ;

BARTON, JK .

INORGANIC CHEMISTRY, 1993, 32 (26) :5963-5974

[7]

March J., 1985, ADV ORG CHEM, P18

[8] SYNTHESIS AND CHARACTERIZATION OF PHYSICAL, ELECTRONIC, AND PHOTOCHEMICAL ASPECTS OF 9,10-PHENANTHRENEQUINONE DIIMINE COMPLEXES OF RUTHENIUM(II) AND RHODIUM(III) [J].

PYLE, AM ;

CHIANG, MY ;

BARTON, JK .

INORGANIC CHEMISTRY, 1990, 29 (22) :4487-4495

[9] SYNTHESIS AND SPECTROSCOPIC CHARACTERIZATION OF THE PURPLE TRIS(PHENANTHRENEQUINONE DIIMINE)RUTHENIUM(II) ION [J].

PYLE, AM ;

BARTON, JK .

INORGANIC CHEMISTRY, 1987, 26 (22) :3820-3823

[10] OXYPHOSPHORANE MODELS FOR DISPLACEMENT-REACTIONS OF PYROPHOSPHATES [J].

RAMIREZ, F ;

CHAW, YF ;

MARECEK, JF ;

UGI, I .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (08) :2429-2433

← 1 2 →