The reactions of phenyldimethylsilyllithium with nitriles

被引：11

作者：

Fleming, I

Solay, M

Stolwijk, F

机构：

[1] Department of Chemistry, Cambridge CB2 1EW, Lensfield Road

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1996年 / 521卷 / 1-2期

关键词：

silicon; lithium; nitriles; brook rearrangement; acylsilane;

D O I：

10.1016/0022-328X(96)06220-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Phenyldimethylsilyllithium reacts with nitriles by several substantially different pathways depending upon the structure of the nitrile. The products include the acylsilane 2 from pivalonitrile (1), cumylsilane 5 from 2-phenylisobutyronitrile (4), the alpha-anion from phenylacetonitrile (9), and a mixture of benzil (15) and 2,4,5-triphenylimidazole (17) from benzonitrile (13).

引用

页码：121 / 124

页数：4

共 27 条

[1] Anschutz R., 1886, LIEBIGS ANN CHEM, V235, P299
[2] BONINI BF, 1995, SYNTHESIS-STUTTGART, P92
[3] CHEMISTRY OF SILYL THIOKETONES .7. SYNTHESIS, CYCLOADDITION AND OXIDATION OF CYCLOALKYL SILYL THIOKETONES AND DESILYLATION OF THE REACTION-PRODUCTS
BONINI, BF
BUSI, F
DELAET, RC
MAZZANTI, G
THURING, JWJF
ZANI, P
ZWANENBURG, B
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (09): : 1011 - 1018
[4] SILYLATION OF IMIDOYL CHLORIDE - APPLICATION TO ACYLSILANE SYNTHESIS
BOURGEOI.P
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 76 (01) : C1 - C3
[5] NEW SYNTHESIS OF ACYLSILANES
BOURGEOIS, P
DUNOGUES, J
DUFFAUT, N
LAPOUYAD.P
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1974, 80 (02) : C25 - C26
[6] PHOTOCHEMISTRY OF ACYLDISILANES
BROOK, AG
BAUMEGGER, A
LOUGH, AJ
[J]. ORGANOMETALLICS, 1992, 11 (01) : 310 - 317
[7] CALAS R, 1976, J ORGANOMETAL CHEM L, V2, P277
[8] EASY ONE-STEP GENERAL-SYNTHESIS OF ACYLSILANES
CAPPERUCCI, A
DEGL'INNOCENTI, A
FAGGI, C
RICCI, A
DEMBECH, P
SECONI, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) : 3612 - 3614
[9] NEW SYNTHESIS OF ACYLSILANES
DUFFAUT, N
DUNOGUES, J
BIRAN, C
CALAS, R
GERVAL, J
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1978, 161 (02) : C23 - C24
[10] PREPARATION OF THE 1ST STABLE FORMYLSILANE, (ME3SI)3SICHO, FROM A ZIRCONIUM ETA-2-SILAACYL COMPLEX
ELSNER, FH
WOO, HG
TILLEY, TD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (01) : 313 - 314

← 1 2 3 →