UNUSUAL KINETICS FOR THE HYDROBORATION OF ALKENES WITH 9-BORABICYCLO[3.3.1]NONANE

被引：30

作者：

BROWN, HC

SCOUTEN, CG

WANG, KK

机构：

[1] Richard B. Wetherill Laboratory, Purdue University, West Lafayette

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 14期

关键词：

D O I：

10.1021/jo01328a061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Kinetics of the reaction of dimeric 9-borabi-cyclo[3.3.1]nonane with representative alkenes establishes that hydroboration proceeds through prior dissociation of the dimer into monomer, leading to simplified kinetic expressions, 퓀1[(9-BBN)2] for reactive alkenes and 퓀3/2-[(9-BBN)2]½ [alkene] for less reactive alkenes. © 1979, American Chemical Society. All rights reserved.

引用

收藏

页码：2589 / 2591

页数：3

相关论文

共 25 条

[11]

BROWN HC, 1975, ORGANIC SYNTHESES BO

[12] Hydroboration. VII. Directive effects in the hydroboration of olefins [J].

Brown, Herbert C. ;

Zweifel, George .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (17) :4708-4712

[13] HYDROBORATION - ABINITIO STUDY OF REACTION OF BH3 WITH ETHYLENE [J].

CLARK, T ;

SCHLEYER, PV .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1978, 156 (01) :191-202

[14]

DASGUPTA S, 1978, TETRAHEDRON LETT, P1309

[15] GROUND-STATES OF MOLECULES .46. MNDO STUDY OF HYDROBORATION OF ALKENES AND ALKYNES [J].

DEWAR, MJS ;

MCKEE, ML .

INORGANIC CHEMISTRY, 1978, 17 (04) :1075-1082

[16] REACTIONS OF BORANE .2. ABSOLUTE RATE OF REACTION OF BORANE WITH ETHYLENE IN GAS PHASE [J].

FEHLNER, TP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (24) :6366-&

[17] SYMMETRY CONSIDERATIONS AND MECHANISM OF HYDROBORATION REACTION - NATURE OF PI-COMPLEXES [J].

JONES, PR .

JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (12) :1886-&

[18]

KLENDER GJ, THESIS PURDUE U

[19] RECOVERY OF R ALLENES FROM PARTIAL HYDROBORATION OF RACEMIC ALLENES WITH (+)-TETRA-3-PINANYLDIBORANE - MODEL FOR HYDROBORATION OF OLEFINS AND ALLENES [J].

MOORE, WR ;

ANDERSON, HW ;

CLARK, SD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (03) :835-844

[20] TRANSFER REACTIONS INVOLVING BORON .15. A KINETIC STUDY OF HYDROBORATION OF OLEFINS WITH MONOCHLOROBORANE [J].

PASTO, DJ ;

KANG, SZ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (14) :3797-&