Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes

Rottschäfer D, Neumann B, Stammler H-G, van Gastel M, Andrada DM, Ghadwal R (2018)
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 57(17): 4765-4768.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
Download
Es wurde kein Volltext hochgeladen. Nur Publikationsnachweis!
Abstract / Bemerkung
One-electron reduction of C2-arylated 1,3-imidazoli(ni)um salts (IPrAr)Br (Ar=Ph, 3a; 4-DMP, 3b; 4-DMP=4-Me2NC6H4) and (SIPrAr)I (Ar=Ph, 4a; 4-Tol, 4b) derived from classical NHCs (IPr=:C{N(2,6-iPr(2)C(6)H(3))}(2)CHCH, 1; SIPr=:C{N(2,6-iPr(2)C(6)H(3))}(2)CH2CH2, 2) gave radicals [(IPrAr)](center dot) (Ar=Ph, 5a; 4-DMP, 5b) and [(SIPrAr)](center dot) (Ar=Ph, 6a; 4-Tol, 6b). Each of 5a,b and 6a,b exhibited a doublet EPR signal, a characteristic of monoradical species. The first solid-state characterization of NHC-derived carbon-centered radicals 6a,b by single-crystal X-ray diffraction is reported. DFT calculations indicate that the unpaired electron is mainly located at the original carbene carbon atom and stabilized by partial delocalization over the adjacent aryl group.
Stichworte
density functional calculations; EPR spectroscopy; N-heterocyclic; carbenes; radicals; X-ray diffraction
Erscheinungsjahr
2018
Zeitschriftentitel
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Band
57
Ausgabe
17
Seite(n)
4765-4768
ISSN
1433-7851
eISSN
1521-3773
Page URI
https://pub.uni-bielefeld.de/record/2920269

Zitieren

Rottschäfer D, Neumann B, Stammler H-G, van Gastel M, Andrada DM, Ghadwal R. Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. 2018;57(17):4765-4768.
Rottschäfer, D., Neumann, B., Stammler, H. - G., van Gastel, M., Andrada, D. M., & Ghadwal, R. (2018). Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 57(17), 4765-4768. doi:10.1002/anie.201801596
Rottschäfer, D., Neumann, B., Stammler, H. - G., van Gastel, M., Andrada, D. M., and Ghadwal, R. (2018). Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 57, 4765-4768.
Rottschäfer, D., et al., 2018. Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 57(17), p 4765-4768.
D. Rottschäfer, et al., “Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes”, ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol. 57, 2018, pp. 4765-4768.
Rottschäfer, D., Neumann, B., Stammler, H.-G., van Gastel, M., Andrada, D.M., Ghadwal, R.: Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. 57, 4765-4768 (2018).
Rottschäfer, Dennis, Neumann, Beate, Stammler, Hans-Georg, van Gastel, Maurice, Andrada, Diego M., and Ghadwal, Rajendra. “Crystalline Radicals Derived from Classical N-Heterocyclic Carbenes”. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 57.17 (2018): 4765-4768.

Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®

Quellen

PMID: 29465816
PubMed | Europe PMC

Suchen in

Google Scholar