Switchable Polymerization Triggered by Fast and Quantitative Insertion of Carbon Monoxide into Cobalt-Oxygen Bonds.
block copolymer
polypropylene carbonate
radical polymerization
ring-opening copolymerization
switch catalysis
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
06 Apr 2020
06 Apr 2020
Historique:
received:
07
11
2019
revised:
07
01
2020
pubmed:
6
2
2020
medline:
6
2
2020
entrez:
5
2
2020
Statut:
ppublish
Résumé
A strategy that uses carbon monoxide (CO) as a molecular trigger to switch the polymerization mechanism of a cobalt Salen complex [salen=(R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine] from ring-opening copolymerization (ROCOP) of epoxides/anhydrides to organometallic mediated controlled radical polymerization (OMRP) of acrylates is described. The key phenomenon is a rapid and quantitative insertion of CO into the Co-O bond, allowing for in situ transformation of the ROCOP active species (Salen)Co
Identifiants
pubmed: 32017360
doi: 10.1002/anie.201914216
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
5988-5994Subventions
Organisme : National Natural Science Foundation of China
ID : 21604027)
Organisme : Key Technologies Research and Development Program
ID : 2016YFB0302400
Organisme : the Fundamental Research Funds for the Central Universities
ID : HUST:2019JYCXJJ015
Informations de copyright
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Références
F. S. Bates, M. A. Hillmyer, T. P. Lodge, C. M. Bates, K. T. Delaney, G. H. Fredrickson, Science 2012, 336, 434-440.
F. Eisenreich, M. Kathan, A. Dallmann, S. P. Ihrig, T. Schwaar, B. M. Schmidt, S. Hecht, Nat. Catal. 2018, 1, 516-522;
C. Chen, Nat. Rev. Chem. 2018, 2, 6-14;
A. J. Teator, D. N. Lastovickova, C. W. Bielawski, Chem. Rev. 2016, 116, 1969-1992;
Y. J. Zhao, Y. Wang, X. P. Zhou, Z. G. Xue, X. H. Wang, X. L. Xie, R. Poli, Angew. Chem. Int. Ed. 2019, 58, 14311-14318;
Angew. Chem. 2019, 131, 14449-14456;
S. S. Zhu, Y. J. Zhao, M. L. Ni, J. Xu, X. P. Zhou, Y. G. Liao, Y. Wang, X. L. Xie, ACS Macro Lett. 2020, 9, 204-209;
S. S. Zhu, Y. Wang, W. Z. Ding, X. P. Zhou, Y. G. Liao, X. L. Xie, Polym. Chem. 2020, https://doi.org/10.1039/c9py01508f.
X. Wang, A. Thevenon, J. L. Brosmer, I. Yu, S. I. Khan, P. Mehrkhodavandi, P. L. Diaconescu, J. Am. Chem. Soc. 2014, 136, 11264-11267;
E. M. Broderick, N. Guo, C. S. Vogel, C. Xu, J. R. Sutter, J. T. Miller, K. Meyer, P. Mehrkhodavandi, P. L. Diaconescu, J. Am. Chem. Soc. 2011, 133, 9278-9281;
J. Wei, P. L. Diaconescu, Acc. Chem. Res. 2019, 52, 415-424;
C. Chen, ACS Catal. 2018, 8, 5506-5514.
M. Qi, Q. Dong, D. Wang, J. A. Byers, J. Am. Chem. Soc. 2018, 140, 5686-5690;
A. B. Biernesser, K. R. Delle Chiaie, J. B. Curley, J. A. Byers, Angew. Chem. Int. Ed. 2016, 55, 5251-5254;
Angew. Chem. 2016, 128, 5337-5340;
W. C. Anderson, J. L. Rhinehart, A. G. Tennyson, B. K. Long, J. Am. Chem. Soc. 2016, 138, 774-777.
J. M. Longo, M. J. Sanford, G. W. Coates, Chem. Rev. 2016, 116, 15167-15197;
M. E. Fieser, M. J. Sanford, L. A. Mitchell, C. R. Dunbar, M. Mandal, N. J. Van Zee, D. M. Urness, C. J. Cramer, G. W. Coates, W. B. Tolman, J. Am. Chem. Soc. 2017, 139, 15222-15231.
N. J. Van Zee, G. W. Coates, Angew. Chem. Int. Ed. 2015, 54, 2665-2668;
Angew. Chem. 2015, 127, 2703-2706;
Y. Chen, J. A. Wilson, S. R. Petersen, D. Luong, S. Sallam, J. Mao, C. Wesdemiotis, M. L. Becker, Angew. Chem. Int. Ed. 2018, 57, 12759-12764;
Angew. Chem. 2018, 130, 12941-12946.
A. M. DiCiccio, J. M. Longo, G. G. Rodríguez-Calero, G. W. Coates, J. Am. Chem. Soc. 2016, 138, 7107-7113.
R. H. Abeles, D. Dolphin, Acc. Chem. Res. 1976, 9, 114-120;
J. Halpern, Science 1985, 227, 869.
J. Demarteau, A. Debuigne, C. Detrembleur, Chem. Rev. 2019, 119, 6906-6955.
A. Debuigne, R. Poli, C. Jérôme, R. Jérôme, C. Detrembleur, Prog. Polym. Sci. 2009, 34, 211-239;
S. Banerjee, V. Ladmiral, A. Debuigne, C. Detrembleur, R. Poli, B. Améduri, Angew. Chem. Int. Ed. 2018, 57, 2934-2937;
Angew. Chem. 2018, 130, 2984-2987;
A. Debuigne, J.-R. Caille, R. Jérôme, Angew. Chem. Int. Ed. 2005, 44, 1101-1104;
Angew. Chem. 2005, 117, 1125-1128;
R. Poli, Angew. Chem. Int. Ed. 2006, 45, 5058-5070;
Angew. Chem. 2006, 118, 5180-5192;
R. Poli, Polymer Science: A Comprehensive Reference, Vol. 3, Elsevier BV, Amsterdam, 2012, pp. 351-357.
Y. Zhao, M. Yu, S. Zhang, Z. Wu, Y. Liu, C. H. Peng, X. Fu, Chem. Sci. 2015, 6, 2979-2988.
Y. Li, Y. Y. Zhang, L. F. Hu, X. H. Zhang, B. Y. Du, J. T. Xu, Prog. Polym. Sci. 2018, 82, 120-157;
Y. Wang, Y. J. Zhao, Y. S. Ye, H. Y. Peng, X. P. Zhou, X. L. Xie, X. H. Wang, F. S. Wang, Angew. Chem. Int. Ed. 2018, 57, 3593-3597;
Angew. Chem. 2018, 130, 3655-3659;
D. J. Darensbourg, Green Chem. 2019, 21, 2214-2223;
H. J. Zhou, G. W. Yang, Y. Y. Zhang, Z. K. Xu, G. P. Wu, ACS Nano 2018, 12, 11471-11480.
J. B. Peng, F. P. Wu, X. F. Wu, Chem. Rev. 2019, 119, 2090-2127;
M. J. Drance, J. D. Sears, A. M. Mrse, C. E. Moore, A. L. Rheingold, M. L. Neidig, J. S. Figueroa, Science 2019, 363, 1203-1205;
X. F. Wu, X. Fang, L. Wu, R. Jackstell, H. Neumann, M. Beller, Acc. Chem. Res. 2014, 47, 1041-1053.
M. A. Bennett, T. Yoshida, J. Am. Chem. Soc. 1978, 100, 1750-1759;
W. M. Rees, M. R. Churchill, J. C. Fettinger, J. D. Atwood, Organometallics 1985, 4, 2179-2185;
Y. J. Kim, K. Osakada, A. Takenaka, A. Yamamoto, J. Am. Chem. Soc. 1990, 112, 1096-1104;
D. W. Dockter, P. E. Fanwick, C. P. Kubiak, J. Am. Chem. Soc. 1996, 118, 4846-4852;
G. M. Kapteijn, A. Dervisi, M. J. Verhoef, M. A. Frederik, H. van den Broek, D. M. Grove, G. van Koten, J. Organomet. Chem. 1996, 517, 123-131.
E. Schmidt, H. Zhang, C. K. Chang, G. T. Babcock, W. A. Oertling, J. Am. Chem. Soc. 1996, 118, 2954-2961;
X. H. Mu, K. M. Kadish, Inorg. Chem. 1989, 28, 3743-3747.
H. Willner, F. Aubke, Angew. Chem. Int. Ed. Engl. 1997, 36, 2402-2425;
Angew. Chem. 1997, 109, 2506-2530.
C. T. Cohen, T. Chu, G. W. Coates, J. Am. Chem. Soc. 2005, 127, 10869-10878;
W. M. Ren, Z. W. Liu, Y. Q. Wen, R. Zhang, X. B. Lu, J. Am. Chem. Soc. 2009, 131, 11509-11518.
S. A. Macgregor, G. W. Neave, Organometallics 2003, 22, 4547-4556;
S. A. Macgregor, G. W. Neave, Organometallics 2004, 23, 891-899;
S. Bi, J. Zhao, W. E. I. Fan, P. Li, J. Theor. Comput. Chem. 2012, 11, 1-17.
C. Robert, T. E. Schmid, V. Richard, P. Haquette, S. K. Raman, M.-N. Rager, R. M. Gauvin, Y. Morin, X. Trivelli, V. Guérineau, I. del Rosal, L. Maron, C. M. Thomas, J. Am. Chem. Soc. 2017, 139, 6217-6225.
C. P. Smyth, Dielectric Behavior and Structure, Mc. Graw-Hill, New York, 1955, p. 79.