Abstract
New ruthenium carbene complexes with chelating N- and S-benzylidene ligands were synthesized by the reactions of second- and third-generation Grubbs catalysts with ortho-vinylbenzyl-substituted amines or sulfides. These complexes were shown to exhibit catalytic activity in ring-opening metathesis polymerization and ring-closing metathesis.
Similar content being viewed by others
References
E. R. Freitas, C. R. Gum, Chem. Eng. Prog., 1979, 75, 73–76
K. C. Caster, E. F. Tokas, C. G. Keck, M. E. Hontz, J. Mol. Catal. A: Chem., 2002, 190, 65
A. Leitgeb, J. Wappel, C. Slugovc, Polymer, 2010, 51, 2927–2946.
P. Schwab, M. B. France, J. W. Ziller, R. H. Grubbs, Angew. Chem., Int. Ed., 1995, 34, 2039–2041.
A. Piermattei, S. Karthikeyan, R. P. Sijbesma, Nat. Chem., 2009, 1, 133–137
M. Barbasiewicz, A. Szadkowska, R. Bujok, K. Grela, Organometallics, 2006, 25, 3599–3604
T. Ung, A. Hejl, R. H. Grubbs, Y. Schrodi, Organometallics, 2004, 23, 5399–5401
C. Slugovc, D. Burtscher, K. Mereiter, F. Stelzer, Organometallics, 2005, 24, 2255–2258
Y. Vidavsky, A. Anaby, N. C. Lemcoff, Dalton Trans., 2012, 41, 32
Y. Vidavsky, N. C. Lemcoff, J. Org. Chem., 2010, 6, 1106.
V. V. Afanas´ev, A. V. Nizovtsev, T. M. Dolgina, N. V. Bespalova, Pat. RF 2374269, Bull. Izobret. [Invention Bull.], 2009, No. 33 (in Russian).
M. Zaja, S. J. Connon, A. M. Dunne, M. Rivard, N. Buschman, J. Jiricek, S. Blechert, Tetrahedron, 2003, 59, 6545–6558.
M. Scholl, S. Ding, C. W. Lee, R. H. Grubbs, Org. Lett., 1999, 1, 953–956.
N. M. Shcheglova, V. D. Kolesnik, R. V. Ashirov, Russ. J. Org. Chem. (Engl. Transl.), 2013, 49, 1329–1334 [Zh. Org. Khim., 2013, 49, 1344–1349].
M. S. Sanford, J. A. Love, R. H. Grubbs, Organometallics, 2001, 20, 5314–5318.
T. Ritter, A. Hejl, A. G. Wenzel, T. W. Funk, R. H. Grubbs, Organometallics, 2006, 25, 5740–5745.
R. Shmid, V. N. Sapunov, Non-Formal Kinetics: In Search of Chemical Reaction Pathways (Monographs in Modern Chemistry), Wiley-VCH, Weinheim, 1982, 199 pp.
W. L. F. Armarego, C. L. L. Chai, Purification of Laboratory Chemicals, 5th ed., Buttreworth—Heinemann, Amsterdam, 2003, 609 pp.
T. E. Wilhelm, T. R. Belderrain, S. N. Brown, R. H. Grubbs, Organometallics, 1997, 16, 3867.
GOST 19109-84, Plastmassy. Metod opredeleniya vyazkosti po Izodu [Plastics. Izod Impact Testing], Izd-vo Standartov, 1984; http://www.gosthelp.ru//gost/gost12783.html (in Russian).
GOST 9550-81, Plastmassy. Metody opredeleniya modulya uprugosti pri rastyazhenii, szhatii i izgibe, s Popravkoi IUS 11-89 [Plastics. Methods of Determination of Young's Modulus upon Extension, Compression, and Bending], Izd-vo Standartov, 2004; http://www.gosthelp.ru//gost/gost7768.html (in Russian).
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0490—0497, February, 2016.
Rights and permissions
About this article
Cite this article
Shcheglova, N.M., Kolesnik, V.D., Ashirov, R.V. et al. Latent ruthenium carbene complexes with six-membered N- and S-chelate rings. Russ Chem Bull 65, 490–497 (2016). https://doi.org/10.1007/s11172-016-1327-x
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-016-1327-x