Mechanism of tin(IV)-catalysed urethane formation

被引：53

作者：

Houghton, RP

Mulvaney, AW

机构：

[1] Department of Chemistry, University of Wales Cardiff

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1996年 / 518卷 / 1-2期

关键词：

tin carboxylates; tin thiolates; urethane formation;

D O I：

10.1016/0022-328X(96)06223-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

It has been found that dibutyltin dilaurate and dibutyltin dibutanethiolate are almost equally effective as catalysts in the formation of a urethane from phenyl isocyanate and butanol, and that the catalytic activity of both compounds is inhibited by thiols. These results are consistent with a mechanism which involves the N-coordination of the isocyanate with a tin alkoxide that is formed by alcoholysis of the starting tin compound.

引用

收藏

页码：21 / 27

页数：7

相关论文

共 48 条

[1] KINETICS AND MECHANISM OF ISOCYANATE REACTIONS .3. REACTIONS OF ARYL ISOCYANATES WITH ALCOHOLS IN THE PRESENCE OF ORGANOTIN COMPOUNDS [J].

BACALOGLU, R ;

COTARCA, L ;

MARCU, N ;

TOLGYI, S .

JOURNAL FUR PRAKTISCHE CHEMIE, 1988, 330 (04) :541-548

[2] THE STRUCTURE OF 2,2-DIALKYL-1,3,2-OXATHIASTANNOLANES [J].

BATES, PA ;

HURSTHOUSE, MB ;

DAVIES, AG ;

SLATER, SD .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1987, 325 (1-2) :129-139

[3]

BLOODWORTH AJ, 1966, J CHEM SOC C, P528

[4]

Britain J.W., 1960, J APPL POLYM SCI, V4, P207, DOI [10.1002/app.1960.070041112, DOI 10.1002/APP.1960.070041112]

[5] ON MECHANISM OF METAL CHELATE CATALYSIS IN REACTION BETWEEN ALCOHOLS AND ISOCYANATES [J].

BRUENNER, RS ;

OBERTH, AE .

JOURNAL OF ORGANIC CHEMISTRY, 1966, 31 (03) :887-&

[6]

BYSTROV DS, 1960, OPT SPECTROSC, V9, P239

[7] ORGANOTIN CHEMISTRY .5. STRUCTURE OF DIALKYLTIN METHOXIDE HALIDES IN SOLUTION - AN ANALOGY WITH GRINGNARD REAGENT [J].

CHAPMAN, AC ;

HARRISON, PG ;

MCFARLAN.W .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (06) :821-&

[8] THE STRUCTURES OF 2,2-DIALKYL-1,3,2-DITHIASTANNOLANES [J].

DAVIES, AG ;

SLATER, SD ;

POVEY, DC ;

SMITH, GW .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 352 (03) :283-294

[9] COMPARATIVE STUDY ON STRUCTURE OF OXACYCLOSTANNANE AND THIACYCLOSTANNANE [J].

DELMAS, MA ;

MAIRE, JC ;

MCFARLANE, W ;

RICHARD, Y .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 87 (03) :285-293

[10]

DYER E, 1959, J AM CHEM SOC, V79, P366

← 1 2 3 4 5 →