Structural versatility of anion-π interactions in halide salts with pentafluorophenyl substituted cations

被引：76

作者：

Albrecht, Markus ^{[1
]}

Wesselt, Claudia ^{[1
,2
]}

de Groot, Marita ^{[1
]}

Rissanen, Kari ^{[2
]}

Luechow, Arne ^{[3
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

[2] Univ Jyvaskyla, Dept Chem, Nanosci Ctr, Jyvaskyla, Finland

[3] Rhein Westfal TH Aachen, Inst Chem Phys, D-52074 Aachen, Germany

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 14期

关键词：

D O I：

10.1021/ja800219g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of pentafluorophenyl substituted ammonium, iminium, amidinium, and phosphonium halides are presented which show extensive anion-pi interactions. Hereby, the well-known anion-donor-pi-acceptor as well as "eta 6" anion-pi-complex type interactions are observed. The latter is supported by fixation of the anion on ton of the aromatic system through hydrogen bonding. This arrangement was investigated by theoretical methods showing a highly attractive anion-pi interaction. In addition an eta(2)-type coordination of the anions to only two C-atoms of the electron-deficient ring system is described.

引用

页码：4600 / +

页数：3

共 31 条

[1] ELECTRONIC-STRUCTURE CALCULATIONS ON WORKSTATION COMPUTERS - THE PROGRAM SYSTEM TURBOMOLE [J].

AHLRICHS, R ;

BAR, M ;

HASER, M ;

HORN, H ;

KOLMEL, C .

CHEMICAL PHYSICS LETTERS, 1989, 162 (03) :165-169

[2] Interaction of anions with perfluoro aromatic compounds [J].

Alkorta, I ;

Rozas, I ;

Elguero, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (29) :8593-8598

[3]

[Anonymous], 2004, ANGEW CHEM, DOI DOI 10.1002/ange.200460486

[4]

[Anonymous], 1997, SUPRAMOLECULAR CHEM

[5] (2,6-Diisopropylphenyl)isopropylideneammonium iodide [J].

Baker, RJ ;

Bettentrup, H ;

Jones, C .

ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 :O538-O539

[6] Anion-π interaction augments halide binding in solution [J].

Berryman, OB ;

Hof, F ;

Hynes, MJ ;

Johnson, DW .

CHEMICAL COMMUNICATIONS, 2006, (05) :506-508

[7] Structural criteria for the design of anion receptors: The interaction of halides with electron-deficient arenes [J].

Berryman, Orion B. ;

Bryantsev, Vyacheslav S. ;

Stay, David P. ;

Johnson, Darren W. ;

Hay, Benjamin P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (01) :48-58

[8] An aromatic anion receptor:: Anion-π interactions do exist [J].

de Hoog, P ;

Gamez, P ;

Mutikainen, H ;

Turpeinen, U ;

Reedijk, J .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (43) :5815-5817

[9] Anion-π interactions in a carousel copper(II)-triazine complex [J].

Demeshko, S ;

Dechert, S ;

Meyer, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (14) :4508-4509

[10] Anion-π interactions in cyanuric acids:: A combined crystallographic and computational study [J].

Frontera, A ;

Saczewski, F ;

Gdaniec, M ;

Dziemidowicz-Borys, E ;

Kurland, A ;

Deyà, PM ;

Quiñonero, D ;

Garau, C .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (22) :6560-6567

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