Stable Radical Ion Pairs Induced by Single Electron Transfer: Frustrated Versus Nonfrustrated

被引：13

作者：

Kong, Shanshan ^{[1
]}

Tang, Shuxuan ^{[1
]}

Wang, Tao ^{[1
]}

Zhao, Yu ^{[1
]}

Sun, Quanchun ^{[1
]}

Zhao, Yue ^{[1
]}

Wang, Xinping ^{[1
]}

机构：

[1] Nanjing Univ, Sch Chem & Chem Engn, Collaborat Innovat Ctr Adv Microstruct, State Key Lab Coordinat Chem, Nanjing 210023, Jiangsu, Peoples R China

来源：

CCS CHEMISTRY | 2023年 / 5卷 / 02期

基金：

中国国家自然科学基金; 国家重点研发计划;

关键词：

Lewis acid; frustrated Lewis pairs; nonfrustrated Lewis pairs; single electron transfer; radical ion pairs; LEWIS PAIRS; CRYSTAL-STRUCTURE; ANION SALT; CATION; TRIS(PENTAFLUOROPHENYL)BORANE; B(C6F5)(3); OXIDATION; MOLECULE; ADDUCTS; BORON;

D O I：

10.31635/ccschem.022.202202306

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Single electron transition reactions between amines (Lewis base) and B(C6F5)(3) (Lewis acid) in cooperation with benzoquinones gave rise to a frustrated radical pair 3 and a nonfrustrated radical pair 4. Both of them were isolated as stable crystals and studied by single-crystal X-ray diffraction, superconducting quantum interference device measurements, electron paramagnetic resonance, nuclear magnetic resonance, and UV-vis spectroscopy. Antiferromagnetic exchange coupling was observed among both 3 and 4. Radical anion and cation are basically separated in 3, while 4 featured a relatively strong anion-cation pi-pi stacking interaction. This work demonstrated that the Lewis acid coupled electron transfer is an efficient way to prepare stable radical ion pairs. [GRAPHICS] .

引用

页码：334 / 340

页数：7

共 56 条

[31] C-H Bond Activation by Radical Ion Pairs Derived from R3P/Al(C6F5)3 Frustrated Lewis Pairs and N2O [J].

Menard, Gabriel ;

Hatnean, Jillian A. ;

Cowley, Hugh J. ;

Lough, Alan J. ;

Rawson, Jeremy M. ;

Stephan, Douglas W. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (17) :6446-6449

[32] Silicon based radicals, radical ions, diradicals and diradicaloids [J].

Mondal, Kartik Chandra ;

Roy, Sudipta ;

Roesky, Herbert W. .

CHEMICAL SOCIETY REVIEWS, 2016, 45 (04) :1080-1111

[33] Intramolecular and intermolecular N-H•••F-C hydrogen-bonding interactions in amine adducts of tris(pentafluorophenyl)borane and tris(pentafluorophenyl)alane [J].

Mountford, AJ ;

Lancaster, SJ ;

Coles, SJ ;

Horton, PN ;

Hughes, DL ;

Hursthouse, MB ;

Light, ME .

INORGANIC CHEMISTRY, 2005, 44 (16) :5921-5933

[34] ELECTRONIC ABSORPTION-SPECTRA OF WURSTERS CATION RADICALS AND THEIR DIMERIZATION IN SOLUTION [J].

NAKAYAMA, S ;

SUZUKI, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (12) :3694-3698

[35] B-H and O-H bonds activation via a single electron transfer of frustrated radical pairs [J].

Pan, Yanlin ;

Cui, Jie ;

Wei, Yongliang ;

Xu, Zhaochao ;

Wang, Tongdao .

DALTON TRANSACTIONS, 2021, 50 (25) :8947-8954

[36] CRYSTAL-STRUCTURE OF RADICAL-CATION RADICAL-ANION SALT FROM 2,2'-BI-1,3-DITHIOLE AND 7,7,8,8-TETRACYANOQUINODIMETHANE [J].

PHILLIPS, TE ;

KISTENMACHER, TJ ;

FERRARIS, JP ;

COWAN, DO .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1973, (14) :471-472

[37] Mechanistic Aspects of Bond Activation with Perfluoroarylboranes [J].

Piers, Warren E. ;

Marwitz, Adam J. V. ;

Mercier, Lauren G. .

INORGANIC CHEMISTRY, 2011, 50 (24) :12252-12262

[38] Pentafluorophenylboranes: from obscurity to applications [J].

Piers, WE ;

Chivers, T .

CHEMICAL SOCIETY REVIEWS, 1997, 26 (05) :345-354

[39] Persistent and stable radicals of the heavier main group elements and related species [J].

Power, PP .

CHEMICAL REVIEWS, 2003, 103 (03) :789-809

[40] Understanding the elastic bending mechanism in a 9,10-anthraquinone crystal through thermal expansion study [J].

Rather, Sumair A. ;

Saha, Binoy K. .

CRYSTENGCOMM, 2021, 23 (34) :5768-5773

← 1 2 3 4 5 6 →