Measurement of Silver-π Interactions in Solution Using Molecular Torsion Balances

被引：68

作者：

Maier, Josef M. ^{[1
]}

Li, Ping ^{[1
]}

Hwang, Jungwun ^{[1
]}

Smith, Mark D. ^{[1
]}

Shimizu, Ken D. ^{[1
]}

机构：

[1] Univ S Carolina, Dept Chem & Biochem, Columbia, SC 29208 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 25期

基金：

美国国家科学基金会;

关键词：

POLYCYCLIC AROMATIC-HYDROCARBONS; SOLID-STATE; AG+-PI; RECOGNITION; CHEMISTRY; BINDING; COMPLEXATION; RECEPTOR; DESIGN; LIQUID;

D O I：

10.1021/jacs.5b04554

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new series of molecular torsion balances were designed to measure the strength of individual Ag-pi interactions in solution for an Ag(I) coordinated to a pyridine nitrogen. The formation of a well-defined intramolecular Ag-pi interaction in these model systems was verified by X-ray crystallography and H-1 NMR. The strength of the intramolecular Ag-pi interaction in solution was found to be stabilizing in nature and quantified to be -1.34 to -2.63 kcal/mol using a double mutant cycle analysis. The Ag-pi interaction was also found to be very sensitive to changes in geometry or solvent environment.

引用

页码：8014 / 8017

页数：4

共 48 条

[1] Effect of Diazocine Bridgehead Modification on the Folding of the Wilcox Molecular Torsion Balance: A View from a Different Angle [J].

Bhayana, Brijesh ;

Ams, Mark R. .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (09) :3594-3596

[2] THE DEVELOPMENT OF A SIMPLE EMPIRICAL SCORING FUNCTION TO ESTIMATE THE BINDING CONSTANT FOR A PROTEIN LIGAND COMPLEX OF KNOWN 3-DIMENSIONAL STRUCTURE [J].

BOHM, HJ .

JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN, 1994, 8 (03) :243-256

[3] A rigid molecular balance for measuring face-to-face arene-arene interactions [J].

Carroll, William R. ;

Pellechia, Perry ;

Shimizu, Ken D. .

ORGANIC LETTERS, 2008, 10 (16) :3547-3550

[4] A Molecular Balance for Measuring Aliphatic CH-π Interactions [J].

Carroll, William R. ;

Zhao, Chen ;

Smith, Mark D. ;

Pellechia, Perry J. ;

Shimizu, Ken D. .

ORGANIC LETTERS, 2011, 13 (16) :4320-4323

[5] Convergent synthesis of alternating fluorene-p-xylene oligomers and delineation of the (Silver) cation-induced folding [J].

Chebny, Vincent J. ;

Rathore, Rajendra .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (27) :8458-8465

[6] Chemical double-mutant cycles: dissecting non-covalent interactions [J].

Cockroft, Scott L. ;

Hunter, Christopher A. .

CHEMICAL SOCIETY REVIEWS, 2007, 36 (02) :172-188

[7] Silver(I) arylsulfonates:: A systematic study of "softer" hybrid inorganic-organic solids [J].

Côtè, AP ;

Shimizu, GKH .

INORGANIC CHEMISTRY, 2004, 43 (21) :6663-6673

[8] ATROPOSELECTIVE THERMAL-REACTIONS OF AXIALLY TWISTED AMIDES AND IMIDES [J].

CURRAN, DP ;

QI, HY ;

GEIB, SJ ;

DEMELLO, NC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) :3131-3132

[9] Synthesis and chemistry of [hydrotris(3,5-bis(trifluoromethyl)pyrazolyl)borato]silver(I) complexes [J].

Dias, HVR ;

Wang, ZY ;

Jin, WC .

INORGANIC CHEMISTRY, 1997, 36 (27) :6205-6215

[10] Cation-pi interactions in chemistry and biology: A new view of benzene, Phe, Tyr, and Trp [J].

Dougherty, DA .

SCIENCE, 1996, 271 (5246) :163-168

← 1 2 3 4 5 →