SYNTHESIS AND CHARACTERIZATION OF MONOSUBSTITUTED BORANE ADDUCTS OF DIETHYL ((DIMETHYLAMINO)METHYL)PHOSPHONATE

被引：10

作者：

MITTAKANTI, M ^{[1
]}

CHARANDABI, MRMD ^{[1
]}

MORSE, KW ^{[1
]}

机构：

[1] UTAH STATE UNIV,DEPT CHEM & BIOCHEM,LOGAN,UT 84322

来源：

INORGANIC CHEMISTRY | 1990年 / 29卷 / 17期

关键词：

D O I：

10.1021/ic00342a033

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The cyanoborane adduct of diethyl ((dimethylamino)methyl)phosphonate, (EtO)2P(O)CH2NMe2·BH2CN (1), was N-alkylated with Et3OBF4 to give the nitrilium salt (EtO)2P(O)CH2NMe2·BH2CNEtBF4 (2). Hydrolysis of 2 with water gave the corresponding carboxyborane (EtO)2P(O)CH2NMe2·BH2CO2H (3), and with alkali gave the carbamoyl derivative (EtO)2P(O)-CH2NMe2·BH2CONHEt (4). Reaction of the carbamoyl compound 4 with Et3OBF4 followed by base treatment resulted in the formation of an imino ether, (EtO)2P(O)CH2NMe2·BH2C(OEt)=NR (5), which on hydrolysis yielded the ester (EtO)2P(O)-CH2NMe2·BH2CO2Et (6). Compound 6 could be obtained in higher yields by an exchange reaction between the (aminomethyl)phosphonate and O(CH2CH2)2NCH3·BH2CO2Et. The borane adduct (EtO)2P(O)CH2NMe2·BH3 (7) was formed directly by reaction of the (aminomethyl)phosphonate and BH3·THF. These compounds were characterized by spectroscopic methods and elemental analysis. © 1990, American Chemical Society. All rights reserved.

引用

页码：3218 / 3220

页数：3

共 19 条

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