CORRELATION OF THE REACTIVITY OF KETONES RELATIVE TO DIFFERENT NUCLEOPHILES

被引：15

作者：

FINIELS, A ^{[1
]}

GENESTE, P ^{[1
]}

机构：

[1] ECOLE NATL SUPER CHIM,CHIM ORGAN PHYS APPL LAB,F-34075 MONTPELLIER,FRANCE

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 09期

关键词：

D O I：

10.1021/jo01323a051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

For a series of 26 ketones, the nucleophilic reactivity with various nucleophiles (BH4-, CN-, SO32-, NH2OH, RS-) reveals a linear correlation of the type log k/k0 = B where k is the rate constant for a ketone and ko that for cyclohexanone; reverse reactions, i.e., carbinolamine decomposition, chromic acid oxidation, and decomposition of bisulfite addition compounds, show the same type of relationship. © 1979, American Chemical Society. All rights reserved.

引用

页码：1577 / 1578

页数：2

共 20 条

[1] CONFORMATIONAL-ANALYSIS .79. IMPROVED FORCE FIELD FOR CALCULATION OF STRUCTURES AND ENERGIES OF CARBONYL-COMPOUNDS
ALLINGER, NL
TRIBBLE, MT
MILLER, MA
[J]. TETRAHEDRON, 1972, 28 (05) : 1173 - &
[2] BOYER B, 1978, THESIS MONTPELLIER
[3] RATES OF REACTION OF SODIUM BOROHYDRIDE WITH BICYCLIC KETONES STERIC APPROACH CONTROL AND STERIC DEPARTURE CONTROL IN REACTIONS OF RIGID BICYCLIC SYSTEMS
BROWN, HC
MUZZIO, J
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (12) : 2811 - +
[4] FINIELS A, B SOC CHIM FR
[5] ADDITION OF THIOLS ONTO KETONES .4. EFFECTS OF SOLVENT ON ADDITION OF 2-MERCAPTOETHANOL
FOURNIER, L
LAMATY, G
NATAT, A
ROQUE, JP
[J]. TETRAHEDRON, 1975, 31 (08) : 1031 - 1034
[6] NUCLEOPHILIC ADDITION REACTIONS ON KETONES - ADDITION OF SULFITE ION - PRESENTATION OF HYPERCONJUGATION BY MEASUREMENT OF SECONDARY ISOTOPIC EFFECT OF DEUTERIUM
GENESTE, P
LAMATY, G
ROQUE, JP
[J]. TETRAHEDRON, 1971, 27 (22) : 5539 - &
[7] GENESTE P, 1972, RECL TRAV CHIM PAY-B, V91, P188
[8] GENESTE P, 1970, TETRAHEDRON LETT, P5007
[9] GENESTE P, 1970, TETRAHEDRON LETT, P5011
[10] GENESTE P, 1969, B SOC CHIM FR, V6, P2027

← 1 2 →