The Dual-Site Alternating Cyclocopolymerization of 1,3-Butadiene with Ethylene
Abstract
The copolymerization of ethylene with 1,3-butadiene was studied with the series of ansa-metallocenes Me2Si(Cp)(9-Flu)ZrCl2 (1), Me2Si(1-Ind)(9-Flu)ZrCl2 (2), and Me2Si(9-Flu)2ZrCl2 (3) with methylaluminoxane (MAO) as cocatalyst. The catalyst 2/MAO yields a cyclocopolymer composed of two ethylene monomer units for every one butadiene in a novel periodic architecture of 1,2-enchained cyclopentane units separated by three methylenes. The high butadiene content in the copolymer and the high selectivity for alternating cyclocopolymerization to form methylene-1,2-cyclopentane units implicate a dual-site mechanism where butadiene and ethylene are enchained at different coordination sites.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Cites
Protein Folding: A Perspective from Theory and Experiment
Dobson, C. M., Šali, A., & Karplus, M. (1998) · Angewandte Chemie International Edition · doi:10.1002/(sici)1521-3773(19980420)37:7 · Cited by 859 · see citing works
Polarized Infrared Studies of Amorphous Orientation in Polyethylene and Some Ethylene Copolymers
Read, B. E., & Stein, R. S. (1968) · Macromolecules · doi:10.1021/ma60002a004 · Cited by 183 · see citing works
Single-site catalysts for olefin polymerization: Annual review for 1997
Hlatky, G. G. (2000) · Coordination Chemistry Reviews · doi:10.1016/s0010-8545(99)00136-8 · Cited by 88 · see citing works
First Synthesis of Poly(ethene-<i>c</i><i>o</i>-1,3-butadiene) with Neodymocene Catalysts
Barbotin, F., Monteil, V., Llauro, M.-F., Boisson, C., & Spitz, R. (2000) · Macromolecules · doi:10.1021/ma0012043 · Cited by 77 · see citing works
Crystalline alternating ethylene‐butadiene copolymers
Natta, G., Zambelli, A., Pasquon, I., & Ciampelli, F. (1964) · Die Makromolekulare Chemie · doi:10.1002/macp.1964.020790115 · Cited by 72 · see citing works
Stereoselective Cyclopropanation by Cyclocopolymerization of Butadiene
Pragliola, S., Milano, G., Guerra, G., & Longo, P. (2002) · Journal of the American Chemical Society · doi:10.1021/ja017416c · Cited by 61 · see citing works
Llauro, M. F., Monnet, C., Barbotin, F., Monteil, V., Spitz, R., & Boisson, C. (2001) · Macromolecules · doi:10.1021/ma010421g · Cited by 60 · see citing works
Galimberti, M., Albizzati, E., Abis, L., & Bacchilega, G. (1991) · Die Makromolekulare Chemie · doi:10.1002/macp.1991.021921106 · Cited by 57 · see citing works
Hung, J., Cole, A. P., & Waymouth, R. M. (2003) · Macromolecules · doi:10.1021/ma021779v · Cited by 52 · see citing works
Self-citationAlternating copolymerization of butadiene and propylene
Furukawa, J. (1972) · Die Angewandte Makromolekulare Chemie · doi:10.1002/apmc.1972.050230114 · Cited by 47 · see citing works
Furukawa, J., & Kobayashi, E. (1978) · Rubber Chemistry and Technology · doi:10.5254/1.3535751 · Cited by 43 · see citing works
Bonnet, F., Visseaux, M., Barbier‐Baudry, D., et al. (2002) · Macromolecules · doi:10.1021/ma011437+ · Cited by 37 · see citing works
Young, J. R., & Stille, J. R. (1990) · Organometallics · doi:10.1021/om00162a009 · Cited by 33 · see citing works
Alternating copolymers of butadiene and propylene: Properties and characterization
Wieder, W., Kroemer, H., & Witte, J. (1982) · Journal of Applied Polymer Science · doi:10.1002/app.1982.070271001 · Cited by 20 · see citing works
Flagged first, then by citations
Cited by
Sorted by citations
Alternating Copolymerization of Ethylene and Butadiene with a Neodymocene Catalyst
Thuilliez, J., Monteil, V., Spitz, R., & Boisson, C. (2005) · Angewandte Chemie International Edition · doi:10.1002/anie.200462019 · Cited by 70 · see citing works
Wu, C., Liu, B., Lin, F., Wang, M., & Cui, D. (2017) · Angewandte Chemie International Edition · doi:10.1002/anie.201702128 · Cited by 67 · see citing works
Capacchione, C., Avagliano, A., & Proto, A. (2008) · Macromolecules · doi:10.1021/ma800864y · Cited by 51 · see citing works
<i>ansa</i>-Bis(fluorenyl)neodymium Catalysts for Cyclocopolymerization of Ethylene with Butadiene
Thuilliez, J., Ricard, L., Nief, F., Boisson, F., & Boisson, C. (2009) · Macromolecules · doi:10.1021/ma9003852 · Cited by 51 · see citing works
Woodman, T. J., Sarazin, Y., Fink, G., Hauschild, K., & Bochmann, M. (2005) · Macromolecules · doi:10.1021/ma047454r · Cited by 50 · see citing works
Longo, P., Napoli, M., Pragliola, S., Costabile, C., Milano, G., & Guerra, G. (2003) · Macromolecules · doi:10.1021/ma034830j · Cited by 47 · see citing works
Installing a Trigger to Upcycle High-Density Polyethylene
Nan, T., Chen, Q., Zheng, Z., Liang, Y., Qin, Y., Wang, Y., Liu, B., & Cui, D. (2024) · Journal of the American Chemical Society · doi:10.1021/jacs.4c08958 · Cited by 42 · see citing works
High-Performance Elastomer from Trans-1,4 Copolymerization of Ethylene and Butadiene
Zhang, K., Dou, Y., Jiang, Y., Zhang, Z., Li, S., & Cui, D. (2021) · Macromolecules · doi:10.1021/acs.macromol.1c01384 · Cited by 20 · see citing works
Napoli, M., Pragliola, S., Costabile, C., & Longo, P. (2006) · Macromolecular Chemistry and Physics · doi:10.1002/macp.200500457 · Cited by 16 · see citing works
Ethylene-1,2-cyclopentane random copolymers from cyclocopolymerization of ethylene/1,3-butadiene
Pragliola, S., Cavallo, G., Longo, P., & Venditto, V. (2013) · Polymer · doi:10.1016/j.polymer.2013.05.059 · Cited by 16 · see citing works
- Authors
- Choo, T. N., & Waymouth, R. M.
- Affiliations
- Stanford University (US)
- ORCID
- Waymouth, Robert M.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2003-07-01
- Volume
- 125
- Issue
- 30
- Pages
- 8970-8971
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1975282606
- Cited by
- 50
- References
- 15
- Citations by year
- 2026: 2 · 2025: 2 · 2024: 2 · 2023: 2 · 2022: 1 · 2021: 3 · 2020: 1 · 2019: 4 · 2018: 3 · 2017: 4 · 2016: 1 · 2015: 3 · 2014: 1 · 2013: 1
- FWCI
- 2.12
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of the American Chemical Society (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Division of Chemistry
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Organometallic Complex Synthesis and Catalysis
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Keywords
- 1,3-butadiene, ethylene, ansa-metallocenes, zirconium metallocenes, methylaluminoxane cocatalyst, dual-site mechanism, coordination sites
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
