(Arylimido)vanadium(V)-Alkylidene Complexes as Catalysts for Ring-opening Metathesis Polymerization (ROMP) of Cyclic Olefins: Ligand Design for Exhibiting the High Activity
English
(Arylimido)vanadium(V)-Alkylidene Complexes as Catalysts for Ring-opening Metathesis Polymerization (ROMP) of Cyclic Olefins: Ligand Design for Exhibiting the High Activity
-
-
-
[1]
Handbook of Metathesis, ed. by Grubbs, R. H.; Wenzel, A. G.; O'Leary, D. J. and Khosravi, E. Wiley-VCH, Weinheim, 2015.
-
[2]
Olefin Metathesis: Theory and Practice, ed. by Grela, K. John Wiley & Sons, Inc., Hoboken, New Jersey, 2014.
-
[3]
Handbook of Metathesis, 2nd Ed, ed. by Grubbs, R. H. and Wenzel, A. G. Wiley-VCH, Weinheim, 2015, Vol. 1.
-
[4]
Pietraszuk, C. in Olefin Metathesis: Theory and Practice, ed. by Grela, K., John Wiley & Sons, Inc. Hoboken, New Jersey, 2014, pp. 371−396.
-
[5]
Schrock, R. R. Recent advances in high oxidation state Mo and W imido alkylidene chemistry. Chem. Rev. 2009, 109, 3211-3226. doi: 10.1021/cr800502p
-
[6]
Schrock, R. R. Synthesis of stereoregular polymers through ring-opening metathesis polymerization. Acc. Chem. Res. 2014, 47, 2457-2466. doi: 10.1021/ar500139s
-
[7]
Vougioukalakis, G.; Grubbs, R. H. Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts. Chem. Rev. 2010, 110, 1746-1787. doi: 10.1021/cr9002424
-
[8]
Keitz, B. K., in Handbook of Metathes, 2nd Ed, ed. by Grubbs, R. H. and Wenzel, A. G. Wiley-VCH, Weinheim, 2015, vol. 1, pp. 71−85.
-
[9]
Nomura, K.; Hou, X. Synthesis of vanadium-alkylidene complexes and their use as catalysts for ring opening metathesis polymerization. Dalton Trans. 2017, 46, 12-24. doi: 10.1039/C6DT03757G
-
[10]
Zhang, S.; Zhang, W.; Nomura, K. Synthesis and reaction chemistry of alkylidene complexes with titanium, zirconium, vanadium, and niobium: Effective catalysts for olefin metathesis polymerization and the other organic transformations. Adv. Organomet. Chem. 2017, 68, 93-136. doi: 10.1016/bs.adomc.2017.08.001
-
[11]
Nomura, K.; Abdellatif, M. M. Precise synthesis of polymers containing functional end groups by living ring-opening metathesis polymerization (ROMP): Efficient tools for synthesis of block/graft copolymers. Polymer 2010, 51, 1861-1881. doi: 10.1016/j.polymer.2010.02.028
-
[12]
Leitgeb, A.; Wappel, J.; Slugovc, C. The ROMP toolbox upgraded. Polymer 2010, 51, 2927-2946. doi: 10.1016/j.polymer.2010.05.002
-
[13]
Buchmeiser, M. R. Ring-opening metathesis polymerization-derived materials for separation science, heterogeneous catalysis and tissue engineering. Macromol. Symp. 2010, 298, 17-24. doi: 10.1002/masy.v298.1
-
[14]
Mutlu, H.; de Espinosa, L. M.; Meier, M. A. R. Acyclic diene metathesis: A versatile tool for the construction of defined polymer architectures. Chem. Soc. Rev. 2011, 40, 1404-1445. doi: 10.1039/B924852H
-
[15]
Schulz, M. D.; Wagener, K. B. Precision polymers through ADMET polymerization. Macromol. Chem. Phys. 2014, 215, 1936-1945. doi: 10.1002/macp.v215.20
-
[16]
Handbook of Metathesis, 2nd Ed., ed. by Grubbs, R. H. and Khosravi, E. Wiley-VCH, Weinheim, 2015, Vol. 3.
-
[17]
Lunn, D. J.; Discekici, E. H.; de Alaniz, J. R.; Gutekunst, W. R.; Hawker, C. J. Established and emerging strategies for polymer chain-end modification. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 2903-2914. doi: 10.1002/pola.v55.18
-
[18]
Chen, Y.; Abdellatif, M. M.; Nomura, K. Olefin metathesis polymerization: Some recent developments in the precise polymerizations for synthesis of advanced materials (by ROMP, ADMET). Tetrahedron 2018, 74, 619-643. doi: 10.1016/j.tet.2017.12.041
-
[19]
Gestwicki J. E.; Cairo, C. W.; Strong, L. E.; Oetjen, K. A.; Kiessling L. L. Influencing receptor-ligand binding mechanisms with multivalent ligand architecture. J. Am. Chem. Soc. 2002, 124, 14922-14933. doi: 10.1021/ja027184x
-
[20]
Nomura, K.; Zhang, S. Design of vanadium complex catalysts for precise olefin polymerization. Chem. Rev. 2011, 111, 2342-2362. doi: 10.1021/cr100207h
-
[21]
Redshaw, C. Vanadium procatalysts bearing chelating aryloxides: structure-activity trends in ethylene polymerization. Dalton Trans. 2010, 39, 5595-5604. doi: 10.1039/b924088h
-
[22]
Nomura, K.; Hou, X. in Handbook of transition metal polymerization catalysts, 2nd Ed., ed. by Hoff, R. Wiley-VCH, Weinheim, 2018, p. 313.
-
[23]
Nomura, K.; Onishi, Y.; Fujiki, M.; Yamada, J. Syntheses of various (arylimido)vanadium(V)-dialkyl complexes containing aryloxo and alkoxo ligands, and ring-opening metathesis polymerization using a vanadium(V)-alkylidene complex. Organometallics 2008, 27, 3818-3824. doi: 10.1021/om800284d
-
[24]
Nomura, K.; Suzuki, K.; Katao, S.; Matsumoto, Y. Ring-opening polymerization of THF by aryloxo-modified (imido)vanadium(V)-alkyl complexes and ring-opening metathesis polymerization by highly active V(CHSiMe3)(NAd)(OC6F5)(PMe3)2. Organometallics 2012, 31, 5114-5120. doi: 10.1021/om300463f
-
[25]
Hou, X.; Nomura, K. (Arylimido)vanadium(V)-alkylidene complexes containing fluorinated aryloxo and alkoxo ligands for fast living ring-opening metathesis polymerization (ROMP) and highly cis-specific ROMP. J. Am. Chem. Soc. 2015, 137, 4662-4665. doi: 10.1021/jacs.5b02149
-
[26]
Hou, X.; Nomura, K. Ring-opening metathesis polymerization of cyclic olefins by (arylimido)vanadium(V)-alkylidenes: Highly active, thermally robust cis specific polymerization. J. Am. Chem. Soc. 2016, 138, 11840-11849. doi: 10.1021/jacs.6b06330
-
[27]
Chaimongkolkunasin, S.; Nomura, K. (Arylimido)vanadium(V)-alkylidenes containing chlorinated phenoxy ligands: Thermally robust, highly active catalyst in ring-opening metathesis polymerization of cyclic olefins. Organometallics 2018, 37, 2064-2074. doi: 10.1021/acs.organomet.8b00231
-
[28]
Schleyer, P. v. R.; Williams, J. E.; Blanchard, K. R. Evaluation of strain in hydrocarbons. The strain in adamantane and its origin. J. Am. Chem. Soc. 1970, 92, 2377-2386. doi: 10.1021/ja00711a030
-
[29]
Hejl, A.; Scherman, O. A.; Grubbs, R. H. Ring-opening metathesis polymerization of functionalized low-strain monomers with ruthenium-based catalysts. Macromolecules 2005, 38, 7214-7218. doi: 10.1021/ma0501287
-
[30]
Hlil, A. R.; Balogh, J.; Moncho, S.; Su, H. L.; Tuba, R.; Brothers, E. N.; Al-Hashimi, M.; Bazzi, H. S. Ring opening metathesis polymerization (ROMP) of five- to eight-membered cyclic olefins: Computational, thermodynamic, and experimental approach. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 3137-3145. doi: 10.1002/pola.v55.18
-
[31]
Katz, T. J.; Lee, S. J.; Acton, N. Stereospecific polymerizations of cycloalkenes induced by a metal-carbene. Tetrahedron Lett. 1976, 17, 4247-4250. doi: 10.1016/0040-4039(76)80086-X
-
[32]
Reported examples for ROMP of cyclooctene (COE) by W-alkylidene complex catalyst in the presence of AlCl3 (references 32−34). Blosch, L. L.; Abboud, K.; Boncella, J. M. Synthesis of an air-stable, moisture-stable, and thermally stable tungsten(VI) oxo alkylidene complex. Precursor to an air- and moisture-stable ROMP catalyst. J. Am. Chem. Soc. 1991, 113, 7066−7068.
-
[33]
Blosch, L. L.; Gamble, A. S.; Abboud, K.; Boncella, J. M. Synthesis of stable tungsten(VI) imido alkylidene complexes: Crystal structure of an air-stable cationic alkylidene complex. Organometallics 1992, 11, 2342-2344. doi: 10.1021/om00043a010
-
[34]
Gamble, A. S.; Boncella, J. M. Facile synthesis of cationic tungsten(VI) alkylidene complexes. Organometallics 1993, 12, 2814-2819. doi: 10.1021/om00031a058
-
[35]
ROMP of COE by bimetallic Mo, W alkylidenes (references 35, 36). Barinova, Y. P.; Begantsova, Y. E.; Stolyarova, N. E.; Grigorieva, I. K.; Cherkasov, A. V.; Fukin, G. K.; Kurskii, Y. A.; Bochkarev, L. N.; Abakumov, G. A. Synthesis and structures of bimetallic silicon-containing imido alkylidene complexes of molybdenum Me2Si[CHMo(NAr)(ORF3)2]2 and PhVinSi[CHMo(NAr)(ORF3)2]2. Inorg. Chim. Acta 2010, 363, 2313-2317. doi: 10.1016/j.ica.2010.03.063
-
[36]
Bochkarev, A. L.; Basova, G. V.; Grigorieva, I. K.; Stolyarova, N. E.; Malysheva, I. P.; Fukin, G. K.; Baranov, E. V.; Kurskii, Y. A.; Bochkarev, L. N.; Abakumov, G. A. Synthesis and structures of bimetallic silicon-containing imido alkylidene complexes of tungsten (RʹO)2(ArN)W=CH―SiR2―CH=W(NAr)(ORʹ)2(R = Me, Ph) and (RʹO)2(ArN)W=CH―SiMe2SiMe2―CH=W(NAr)(ORʹ)2. J. Organomet. Chem. 2010, 695, 692-696. doi: 10.1016/j.jorganchem.2009.12.002
-
[37]
Flook, M. M.; Jiang, A. J.; Schrock, R. R.; Muller, P.; Hoveyda, A. H. Z-selective olefin metathesis processes catalyzed by a molybdenum hexaisopropylterphenoxide monopyrrolide complex. J. Am. Chem. Soc. 2009, 131, 7962-7963. doi: 10.1021/ja902738u
-
[38]
Chaimongkolkunasin, S.; Hou, X.; Nomura, K. Ring opening metathesis polymerization of norbornene and tetracyclododecene with cyclooctene by using (arylimido)vanadium(V)-alkylidene catalyst. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 3067-3074. doi: 10.1002/pola.v55.18
-
[39]
Nomura, K.; Matsumoto, Y. Unique reactivity of (arylimido)vanadium(V)-alkyl complexes with phenols: Fast phenoxy ligand exchange in the presence of vanadium(V)-alkyls. Organometallics 2011, 30, 3610-3618. doi: 10.1021/om200299a
-
[40]
Hatagami, K.; Nomura, K. Synthesis of (adamantylmido)vanadium(V)-alkyl, alkylidene complex trapped with PMe3: Reactions of the alkylidene complexes with phenols. Organometallics 2014, 33, 6585-6592. doi: 10.1021/om500923y
-
[41]
Hayashibara, H.; Hou, X.; Nomura, K. Facile in situ generation of highly active (arylimido)vanadium(V)-alkylidene catalysts for ring-opening metathesis polymerization (ROMP) of cyclic olefins by immediate phenoxy ligand exchange. Chem. Commun., 2018, 54, 13559-13562. doi: 10.1039/C8CC07974A
-
[1]
-
扫一扫看文章
计量
- PDF下载量: 0
- 文章访问数: 2028
- HTML全文浏览量: 91

下载: