ORTHO-PHENYLENEDIZINC(II) COMPOUNDS - ULTRASOUND-PROMOTED SYNTHESIS FROM O-DIIODOBENZENE AND ZINC POWDER AND ITS SYNTHETIC APPLICATION

被引：16

作者：

TAKAGI, K

SHIMOISHI, Y

SASAKI, K

机构：

[1] OKAYAMA UNIV, SCH HLTH SCI, OKAYAMA 700, JAPAN

[2] KYOTO INST TECHNOL, DEPT POLYMER SCI & ENGN, KYOTO 606, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 11期

关键词：

D O I：

10.1246/cl.1994.2055

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A facile and efficient synthetic procedure of o-phenylenedizinc(II) compound from o-diiodobenzene and zinc powder under the irradiation of ultrasound is reported. The compound was proved to be a unique reagent supplying o-phenylenedianion of high chemoselectivity. Symmetrically 1,2-diaryl or diaroyl substituted benezenes were obtained in good yields by Pd(0)-catalyzed cross-coupling of the compound with aryl halides or acyl halides.

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页码：2055 / 2058

页数：4

相关论文

共 26 条

[1] REACTION OF DINITROGEN WITH BENZYNE IN THE COORDINATION SPHERE OF TITANIUM [J].

BERKOVICH, EG ;

SHUR, VB ;

VOLPIN, ME ;

LORENZ, B ;

RUMMEL, S ;

WAHREN, M .

CHEMISCHE BERICHTE-RECUEIL, 1980, 113 (01) :70-78

[2] A FLEXIBLE AND RATIONAL SYNTHESIS OF SUBSTITUTED TRIPHENYLENES BY PALLADIUM-CATALYZED CROSS-COUPLING OF ARYLZINC HALIDES [J].

BORNER, RC ;

JACKSON, RFW .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (07) :845-846

[3] THE SYNTHESIS AND REACTIONS OF ORTHO-BROMOPHENYLLITHIUM [J].

CHEN, LS ;

CHEN, GJ ;

TAMBORSKI, C .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1980, 193 (03) :283-292

[4] REMARKABLY STABLE ORTHO-HALOPHENYLCOPPER REAGENTS [J].

EBERT, GW ;

PFENNIG, DR ;

SUCHAN, SD ;

DONOVAN, TA .

TETRAHEDRON LETTERS, 1993, 34 (14) :2279-2282

[5] PREPARATION AND SOME REACTIONS OF 1,2-BIS (TRIMETHYLTIN) BENZENE AND RELATED COMPOUNDS [J].

EVNIN, AB ;

SEYFERTH, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (04) :952-&

[6] TRANSITION-METAL CARBENE COMPLEXES .124. MONONUCLEAR AND BINUCLEAR BISCARBENE COMPLEXES OF CHROMIUM, MOLYBDENUM, AND TUNGSTEN AND THEIR REACTION WITH BORON TRIHALIDES [J].

FISCHER, EO ;

ROLL, W ;

HUY, NHT ;

ACKERMANN, K .

CHEMISCHE BERICHTE-RECUEIL, 1982, 115 (09) :2951-2964

[7] A CONVENIENT PREPARATION OF FUNCTIONALIZED ARYLZINC COMPOUNDS BY THE REACTION OF ZINC/SILVER-GRAPHITE WITH ARYL IODIDES [J].

FURSTNER, A ;

SINGER, R ;

KNOCHEL, P .

TETRAHEDRON LETTERS, 1994, 35 (07) :1047-1050

[8] TRIFLUOROISOPROPENYLZINC REAGENT AS A USEFUL ALPHA-(TRIFLUOROMETHYL)ETHENYL CARBANION SYNTHETIC EQUIVALENT - PREPARATION AND PALLADIUM-CATALYZED COUPLING WITH ARYL HALIDES [J].

JIANG, B ;

XU, YY .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (26) :7336-7340

[9] THE SYNTHESIS OF 11-13-MEMBERED DIACETYLENIC AND 18-MEMBERED TETRAACETYLENIC RING-SYSTEMS [J].

JUST, G ;

SINGH, R .

TETRAHEDRON LETTERS, 1987, 28 (48) :5981-5984

[10] DIRECT SYNTHESIS OF ORGANOFUNCTIONAL ARYLSTANNANES [J].

KUIVILA, HG ;

WURSTHORN, KR .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1976, 105 (01) :C6-C8