The N-atom in [N(PR3)2]+ cations (R = Ph, Me) can act as electron donor for (pseudo) anti-electrostatic interactions

被引：16

作者：

Bauza, Antonio ^{[1
]}

Frontera, Antonio ^{[1
]}

Mooibroek, Tiddo J. ^{[2
]}

Reedijk, Jan ^{[3
,4
]}

机构：

[1] Univ Illes Balears, Dept Chem, Palma De Mallorca 07122, Baleares, Spain

[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

[3] Leiden Univ, Leiden Inst Chem, NL-2300 RA Leiden, Netherlands

[4] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia

来源：

CRYSTENGCOMM | 2015年 / 17卷 / 20期

关键词：

SALTS;

D O I：

10.1039/c5ce00352k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A CSD analysis and DFT study reveal that the nitrogen lone-pair in [N(PPh3)(2)](+) is partially intact and involved in intramolecular hydrogen bonding. Computations with the model cation [N(PMe3)(2)](+) indicate that intermolecular hydrogen bonding with this ion's N-atom is possible (-8.3 kcal mol(-1) for H2O as hydrogen bond donor), presenting a rare example of pseudo anti electrostatic hydrogen bonding.

引用

页码：3768 / 3771

页数：4

共 19 条

[1] The Cambridge Structural Database: a quarter of a million crystal structures and rising [J].

Allen, FH .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 2002, 58 (3 PART 1) :380-388

[2] Synthesis, structure and spectroscopic properties of bis(triphenylphosphane)iminium (phenylacetylido)(cyanido)aurate(I) monoacetone monohydrate, (PPN)[Au(CN)(CC-C6FH5)]•H2O•(CH3)2CO and bis(triphenylphosphane)iminium (t-butylacetylido) (cyanido)aurate(I) monohydrate, (PPN)[Au(CN)(CC-C4H9)]•H2O [J].

Alsalme, Ali ;

Jaafar, Mohammed ;

Liu, Xue ;

Dielmann, Fabian ;

Hahn, F. Ekkehardt ;

Al-farhan, Khalid ;

Reedijk, Jan .

POLYHEDRON, 2015, 88 :1-5

[3]

Beer P.D., 1999, Supramolecular Chemistry: 74, V1st edn

[4] VAN DER WAALS VOLUMES + RADII [J].

BONDI, A .

JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (03) :441-+

[5] Hydrogen bonding in bis(triphenylphosphine-P)iminium hydrogensulfate chloroform solvate [J].

Guzei, IA ;

Dougan, JS ;

Treichel, PM .

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2001, 57 (57) :1060-1061

[6] Bis(triphenylphosphine)iminium bromide acetonitrile monosolvate [J].

Knapp, Carsten ;

Uzun, Rabiya .

ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 :O3186-U794

[7] Intramolecular Hydrogen Bonding in Medicinal Chemistry [J].

Kuhn, Bernd ;

Mohr, Peter ;

Stahl, Martin .

JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (06) :2601-2611

[8] AN ECONOMICAL SMALL-SCALE SYNTHESIS OF THE MU-NITRIDOBIS(TRIPHENYLPHOSPHONIUM) CATION, [PPN]+ [J].

LALOR, FJ ;

CHAONA, S .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 344 (02) :163-165

[9] Crystal supramolecularity.: Multiple phenyl embraces by [PPN]+ cations [J].

Lewis, GR ;

Dance, I .

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (03) :299-306

[10] CATALYTIC EFFECT OF SILVER SALTS UPON RATE OF ISOMERIZATION OF TRIPHENYLMETHYL ISOCYANIDE TO TRIPHENYLMETHYL CYANIDE IN ACETONITRILE [J].

MARTINSEN, A .

ACTA CHEMICA SCANDINAVICA SERIES A-PHYSICAL AND INORGANIC CHEMISTRY, 1977, 31 (01) :31-36

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