Oxygen atom transfer: a mild and efficient method for generating iminyl radicals

被引：4

作者：

Kim, Youngsuk ^{[1
,2
]}

Bielawski, Christopher W. ^{[3
,4
,5
]}

Lee, Eunsung ^{[1
,2
,6
]}

机构：

[1] Pohang Univ Sci & Technol POSTECH, Dept Chem, Pohang 37673, South Korea

[2] Inst for Basic Sci Korea, Ctr Self Assembly & Complex CSC, Pohang 37673, South Korea

[3] IBS, CMCM, Ulsan 44919, South Korea

[4] UNIST, Dept Chem, Ulsan 44919, South Korea

[5] UNIST, Dept Energy Engn, Ulsan 44919, South Korea

[6] Pohang Univ Sci & Technol POSTECH, Div Adv Mat Sci, Pohang 37673, South Korea

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 49期

基金：

新加坡国家研究基金会;

关键词：

NITRIC-OXIDE; CARBENES; VALENCE; CATION; CHEMISTRY;

D O I：

10.1039/c9cc03521d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Treating iminoxyl species with oxygen acceptors such as PPh3 resulted in oxygen atom transfer and afforded the corresponding iminyl radicals. DFT and other calculations revealed that association between the oxygen atom acceptors and the iminoxyl species results in the formation of key intermediates during the reaction. Subsequent dissociation is accompanied with homolytic cleavage of the N-O bond and generates iminyl radicals with spin densities that are localized on exocyclic nitrogen atoms.

引用

页码：7061 / 7064

页数：4

共 50 条

[41] Carbene-to-carbene oxygen atom transfer
Kovacs, D
Lee, MS
Olson, D
Jackson, JE
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (34) : 8144 - 8145
[42] ASPECTS OF THE OXYGEN ATOM TRANSFER CHEMISTRY OF TUNGSTEN
YU, SB
HOLM, RH
INORGANIC CHEMISTRY, 1989, 28 (24) : 4385 - 4391
[43] Oxygen Atom Transfer as an Alternative Pathway for Oxygen- Oxygen Bond Formation
Ertem, Mehmed Z.
Concepcion, Javier J.
INORGANIC CHEMISTRY, 2020, 59 (09) : 5966 - 5974
[44] Oxygen transfer from tirapazmine to DNA radicals.
Fuchs, TE
Daniels, JS
Greenberg, MM
Gates, KS
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U550 - U550
[45] Mild ketyl radical generation via atom transfer catalysis
Rutherford, Joy
Rafferty, Sean
Nagib, David
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
[46] Single-Atom Copper Promotes Efficient Generation of Hydroxyl Radicals under Alkaline Circumstances in a Photoelectrochemical Oxygen Reduction Process
Zhang, Jinxing
Sun, Jie
Zhao, Hongying
Zhao, Guohua
ACS ES&T ENGINEERING, 2022, 2 (10): : 1953 - 1963
[47] Catalytic epoxidation of hindered olefins with dioxygen. Fast oxygen atom transfer to olefin cation radicals from nitrogen oxides
J Am Chem Soc, 6 (1319):
[48] A METHOD OF SCREENING FOR ANTIBIOTICS PRODUCING OXYGEN RADICALS
MATSUDA, Y
KITAHARA, M
MAEDA, K
UMEZAWA, H
JOURNAL OF ANTIBIOTICS, 1982, 35 (07): : 928 - 930
[49] Catalytic epoxidation of hindered olefins with dioxygen. Fast oxygen atom transfer to olefin cation radicals from nitrogen oxides
Bosch, E
Kochi, JK
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (06) : 1319 - 1329
[50] A method for generating oxygen from consumer chemicals
不详
JOURNAL OF CHEMICAL EDUCATION, 2003, 80 (12) : 1383 - 1383

← 1 2 3 4 5 →