Isolation and crystallographic characterization of a solid precipitate/intermediate in the preparation of 5-substituted 1H-tetrazoles from nitrile in water

被引：169

作者：

Wang, LZ

Qu, ZR

Zhao, H

Wang, XS

Xiong, RG ^{[1
]}

Xue, ZL

机构：

[1] Nanjing Univ, Inst Coordinat Chem, State Key Lab Coordinat Chem, Nanjing 210093, Peoples R China

[2] Univ Tennessee, Dept Chem, Knoxville, TN 37996 USA

来源：

INORGANIC CHEMISTRY | 2003年 / 42卷 / 13期

关键词：

D O I：

10.1021/ic034116i

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The reactions of 2-, 3-, and 4-cyanopyridine with NaN3 in the presence of H2O and Lewis acid (ZnCl2) afford discrete monomer, (2-PTZ)(2)Zn(H2O)(2) (1), 3D diamondoid-like network (3-PTZ)(2)Zn (2), and 2D layered network (4-PTZ)Zn(OH)(H2O) (3), respectively (PTZ = 5-(pyridyl)tetrazolato). Their solid state structures and natures give new insight into the Sharpless reaction of 5-substituted 1H-tetrazole. Interestingly, 2 crystallizes in a noncentrosymmetric space group and its powdered sample is second-harmonic generation active.

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页码：3969 / 3971

页数：3

相关论文

共 58 条

[31] Association of dicyanodiphenylacetylenes with silver(I) salts in solution and solid state: Electrospray ionization mass spectrometry samples aggregates at subsaturated concentrations [J].

Hirsch, KA ;

Wilson, SR ;

Moore, JS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (43) :10401-10412

[32] A NEW METHOD FOR THE PREPARATION OF TETRAZOLES FROM NITRILES USING TRIMETHYLSILYLAZIDE/TRIMETHYLALUMINUM [J].

HUFF, BE ;

STASZAK, MA .

TETRAHEDRON LETTERS, 1993, 34 (50) :8011-8014

[33] [Hydrotris(1,2,4-triazolyl)borato]silver(I): Structure and optical properties of a coordination polymer constructed from a modified poly(pyrazolyl)borate ligand [J].

Janiak, C ;

Scharmann, TG ;

Albrecht, P ;

Marlow, F ;

Macdonald, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (26) :6307-6308

[34] Ligand-field control and hydrogen bonding as design elements in the assembly and crystallization of poly(azolyl)borate metal complexes: Chelate complexes versus coordination polymers and symmetrical versus distorted grid sheets [J].

Janiak, C ;

Scharmann, TG ;

Gunther, W ;

Girgsdies, F ;

Hemling, H ;

Hinrichs, W ;

Lentz, D .

CHEMISTRY-A EUROPEAN JOURNAL, 1995, 1 (09) :637-644

[35] CLATHRATES AND COORDINATION POLYMERS - NEW DIMENSIONS IN POLY(AZOLY)BORATE CHEMISTRY WITH POLY-(TRIAZOLYL)-BORATE AND POLY-(TETRAZOLYL)-BORATE LIGANDS [J].

JANIAK, C .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (04) :545-547

[36]

Jones CJ, 1998, CHEM SOC REV, V27, P289

[37] Rearrangement reactions of (hydroxyphenyl)carbenes [J].

Kumar, A ;

Narayanan, R ;

Shechter, H .

JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (13) :4462-4465

[38] Self-assembly of discrete cyclic nanostructures mediated by transition metals [J].

Leininger, S ;

Olenyuk, B ;

Stang, PJ .

CHEMICAL REVIEWS, 2000, 100 (03) :853-907

[39]

MacGillivray LR, 1999, ANGEW CHEM INT EDIT, V38, P1019, DOI 10.1002/(SICI)1521-3773(19990419)38:8<1018::AID-ANIE1018>3.0.CO

[40]

2-G

← 1 2 3 4 5 6 →