Syntheses and structures of a stable gallole free of Lewis base coordination and its dianion

被引：18

作者：

Agou, Tomohiro ^{[1
]}

Wasano, Tatsuya ^{[1
]}

Sasamori, Takahiro ^{[1
]}

Tokitoh, Norihiro ^{[1
]}

机构：

[1] Kyoto Univ, Inst Chem Res, Uji, Kyoto 6110011, Japan

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2015年 / 28卷 / 02期

关键词：

heteroles of heavier group 13 elements; gallole; gallole dianions; X-ray crystallographic analysis; MOLECULAR-STRUCTURE; RING-SYSTEMS; AROMATICITY; GALLIUM; DERIVATIVES; REACTIVITY; (PENTAPHENYL)ALUMINACYCLOPENTADIENE; ANTIAROMATICITY; CYCLOPENTADIENE; HETEROCYCLES;

D O I：

10.1002/poc.3344

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stable Lewis base-free gallole bearing a bulky Mes* group (=2,4,6-(t-Bu)(3)C6H2) was synthesized by the treatment of Mes*GaCl2 with a 3,6-dilithio-3,5-octadiene derivative. Reduction of the gallole with lithium metal afforded the corresponding gallole dianion species as a lithium salt. Structures of the gallole and the lithium salt of the gallole dianion have been elucidated by using X-ray crystallographic analysis, NMR spectroscopies, and density functional theory calculations. Copyright (c) 2014 John Wiley & Sons, Ltd.

引用

页码：104 / 107

页数：4

共 37 条

[1] Syntheses and Structures of an "Alumole" and Its Dianion [J].

Agou, Tomohiro ;

Wasano, Tatsuya ;

Jin, Peng ;

Nagase, Shigeru ;

Tokitoh, Norihiro .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (38) :10031-10034

[2] SYNTHESIS, CHARACTERIZATION, AND CRYSTAL AND MOLECULAR-STRUCTURE OF TRIMESITYLGALLIUM(III) [J].

BEACHLEY, OT ;

CHURCHILL, MR ;

PAZIK, JC ;

ZILLER, JW .

ORGANOMETALLICS, 1986, 5 (09) :1814-1817

[3] AN EMPIRICAL CORRECTION FOR ABSORPTION ANISOTROPY [J].

BLESSING, RH .

ACTA CRYSTALLOGRAPHICA SECTION A, 1995, 51 :33-38

[4] Free Boroles: The Effect of Antiaromaticity on Their Physical Properties and Chemical Reactivity [J].

Braunschweig, Holger ;

Krummenacher, Ivo ;

Wahler, Johannes .

ADVANCES IN ORGANOMETALLIC CHEMISTRY, VOL 61, 2013, 61 :1-53

[5] Recent developments in the chemistry of antiaromatic boroles [J].

Braunschweig, Holger ;

Kupfer, Thomas .

CHEMICAL COMMUNICATIONS, 2011, 47 (39) :10903-10914

[6] SIR2004:: an improved tool for crystal structure determination and refinement [J].

Burla, MC ;

Caliandro, R ;

Camalli, M ;

Carrozzini, B ;

Cascarano, GL ;

De Caro, L ;

Giacovazzo, C ;

Polidori, G ;

Spagna, R .

JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2005, 38 :381-388

[7] Spherical aromaticity: Recent work on fullerenes, polyhedral boranes, and related structures [J].

Chen, ZF ;

King, RB .

CHEMICAL REVIEWS, 2005, 105 (10) :3613-3642

[8] The pair density description of aromaticity in some substituted cyclopentadienyl systems: a comparison of AIM and ELF bonding descriptors [J].

Chesnut, DB ;

Bartolotti, LJ .

CHEMICAL PHYSICS, 2000, 257 (2-3) :175-181

[9] Ring systems containing anionic and cationic gallium centers: Structural and bonding considerations [J].

Clyburne, JAC ;

Culp, RD ;

Kamepalli, S ;

Cowley, AH ;

Decken, A .

INORGANIC CHEMISTRY, 1996, 35 (23) :6651-6655

[10] Novel dimeric ring systems containing gallium [J].

Cowley, AH ;

Brown, DS ;

Decken, A ;

Kamepalli, S .

CHEMICAL COMMUNICATIONS, 1996, (21) :2425-2426

← 1 2 3 4 →