Radical Frustrated Lewis Pairs

被引:14
作者
Warren, Timothy H. [1 ]
Erker, Gerhard [2 ]
机构
[1] Georgetown Univ, Dept Chem, Washington, DC 20057 USA
[2] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
来源
FRUSTRATED LEWIS PAIRS II: EXPANDING THE SCOPE | 2013年 / 334卷
关键词
C-H functionalization; Frustrated Lewis pairs; Nitric oxide; Nitroxides; Nitroxide mediated polymerization; Radicals; NITRIC-OXIDE; DIHYDROGEN ACTIVATION; REVERSIBLE BINDING; NITROXYL HNO; COMPLEXES; ALKENES; 1,2-DIAMINATION; NITROSOTHIOLS; GENERATION; PHOSPHINES;
D O I
10.1007/128_2012_390
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
While a growing body of literature describes FLP adducts of diamagnetic unsaturated substrates such as alkenes, alkynes and heterocumulenes such as carbon dioxide, capture of the diatomic radical nitric oxide (NO) by intramolecular phosphane/borane FLPs gives a new family of radical frustrated Lewis pair adducts. Capture of NO results in heterocycles with new P-N and B-N bonds featuring a spin density Umpolung of NO to give FLP-NO species that possess significant O-centered radical reactivity. Use of these radical FLP-NO species in C-H functionalization chemistry via H-atom abstraction/radical recombination sequences as well as deployment in nitroxide mediated polymerization of alkenes indicates a rich and diverse chemistry for FLP-NO species. An alternative, complementary strategy to generate radical FLPs involves the use of transition metal centers with unpaired electrons as the Lewis acid component of an FLP in conjunction with a tethered but hindered Lewis base.
引用
收藏
页码:219 / 238
页数:20
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