PICOSECOND RADICAL KINETICS - ALKOXYCARBONYL ACCELERATED CYCLOPROPYLCARBINYL RADICAL RING OPENINGS

被引：17

作者：

CHOI, SY ^{[1
]}

NEWCOMB, M ^{[1
]}

机构：

[1] WAYNE STATE UNIV,DEPT CHEM,DETROIT,MI 48202

来源：

TETRAHEDRON | 1995年 / 51卷 / 03期

基金：

美国国家科学基金会; 美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4020(94)00972-W

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rate constants and Arrhenius functions for ring openings of the (trans-2-ethoxycarbonylcyclopropyl)methyl radical and the (trans-2-tert-butoxycarbonylcyclopropyl)methyl radical were determined by the PTOC-thiol method with PhSeH trapping. At 25 degrees C, these radicals rearrange with rate constants of 7 and 12 x 10(10) s(-1), respectively.

引用

页码：657 / 664

页数：8

共 29 条

[1] THE INVENTION OF NEW RADICAL CHAIN REACTIONS .8. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS - A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC-ACIDS
BARTON, DHR
CRICH, D
MOTHERWELL, WB
[J]. TETRAHEDRON, 1985, 41 (19) : 3901 - 3924
[2] Beckwith A. L. J., 1980, REARRANGEMENTS GROUN, VI, P161
[3] KINETICS OF THE COUPLING REACTIONS OF THE NITROXYL RADICAL 1,1,3,3-TETRAMETHYLISOINDOLINE-2-OXYL WITH CARBON-CENTERED RADICALS
BECKWITH, ALJ
BOWRY, VW
MOAD, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) : 1632 - 1641
[4] KINETICS AND REGIOSELECTIVITY OF RING-OPENING OF SUBSTITUTED CYCLOPROPYLMETHYL RADICALS
BECKWITH, ALJ
BOWRY, VW
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) : 2681 - 2688
[5] KINETICS OF REACTIONS OF CYCLOPROPYLCARBINYL RADICALS AND ALKOXYCARBONYL RADICALS CONTAINING STABILIZING SUBSTITUENTS - IMPLICATIONS FOR THEIR USE AS RADICAL CLOCKS
BECKWITH, ALJ
BOWRY, VW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) : 2710 - 2716
[6] HOMOLYTIC BOND-DISSOCIATION ENERGIES OF ACIDIC C-H BONDS ACTIVATED BY ONE OR 2 ELECTRON-ACCEPTORS
BORDWELL, FG
HARRELSON, JA
ZHANG, XM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) : 4448 - 4450
[7] EFFECTS OF ADJACENT ACCEPTORS AND DONORS ON THE STABILITIES OF CARBON-CENTERED RADICALS
BORDWELL, FG
ZHANG, XM
ALNAJJAR, MS
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (20) : 7623 - 7629
[8] CALIBRATION OF A NEW HOROLOGERY OF FAST RADICAL CLOCKS - RING-OPENING RATES FOR RING-ALKYL-SUBSTITUTED AND ALPHA-ALKYL-SUBSTITUTED CYCLOPROPYLCARBINYL RADICALS AND FOR THE BICYCLO[2.1.0]PENT-2-YL RADICAL
BOWRY, VW
LUSZTYK, J
INGOLD, KU
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (15) : 5687 - 5698
[9] NUCLEOPHILIC CHARACTER OF ALKYL RADICALS .13. ABSOLUTE RATE CONSTANTS FOR ADDITION OF ALKYL RADICALS TO ACRYLONITRILE AND METHYL ACRYLATE
CARONNA, T
CITTERIO, A
GHIRARDINI, M
MINISCI, F
[J]. TETRAHEDRON, 1977, 33 (07) : 793 - 796
[10] FURNISS BS, 1989, VOGELS TXB PRACTICAL, P1110

← 1 2 3 →