Olefin cross metathesis and ring-closing metathesis in polymer chemistry

Polymer Chemistry - Tập 8 Số 22 - Trang 3385-3398
Fern Sinclair1,2,3,4, Mohammed Alkattan1,2,4,5, Joëlle Prunet6,7,8,5, Michael P. Shaver1,2,3,4
1EastCHEM School of Chemistry, Joseph Black Building, University of Edinburgh, David Brewsster Road, Edinburgh EH9 3FJ, UK
2Edinburgh EH9 3FJ
3Joseph Black Building
4University of Edinburgh
5WestCHEM, School of Chemistry, University of Glasgow, Joseph Black Building, Glasgow, UK
6Glasgow
7School of Chemistry
8University of Glasgow

Tóm tắt

The use of olefin cross metathesis in preparing functional polymers, through either pre-functionalisation of monomers or post-polymerisation functionalisation is growing in both scope and breadth, as discussed in this review article.

Từ khóa


Tài liệu tham khảo

Brannigan, 2017, Biomater. Sci., 5, 9, 10.1039/C6BM00584E

Thomas, 2016, Macromol. Biosci., 16, 1762, 10.1002/mabi.201600310

Hérisson, 1971, Makromol. Chem., 141, 161, 10.1002/macp.1971.021410112

A.-C. Knall and C.Slugovc, in Olefin Metathesis, John Wiley & Sons, Inc., Hoboken, NJ, USA, 2014, pp. 269–284

Hilf, 2009, Nat. Chem., 1, 537, 10.1038/nchem.347

Bielawski, 2007, Prog. Polym. Sci., 32, 1, 10.1016/j.progpolymsci.2006.08.006

Bielawski, 2000, Angew. Chem., Int. Ed., 39, 2903, 10.1002/1521-3773(20000818)39:16<2903::AID-ANIE2903>3.0.CO;2-Q

Mutlu, 2011, Chem. Soc. Rev., 40, 1404, 10.1039/B924852H

Schulz, 2014, Macromol. Chem. Phys., 1936, 10.1002/macp.201400268

Hall, 2006, J. Organomet. Chem., 691, 5431, 10.1016/j.jorganchem.2006.09.020

Prunet, 2011, Eur. J. Org. Chem., 2011, 3634, 10.1002/ejoc.201100442

Schuster, 1997, Angew. Chem., Int. Ed. Engl., 36, 2036, 10.1002/anie.199720361

Herndon, 2016, Coord. Chem. Rev., 329, 53, 10.1016/j.ccr.2016.08.007

V. M. Marx , L. E.Rosebrugh, M. B.Herbert and R. H.Grubbs, Ruthenium in Catalysis, Springer International Publishing, 2014, pp. 1–19

Nelson, 2014, Chem. Commun., 50, 10355, 10.1039/C4CC02515F

Hoveyda, 2007, Nature, 450, 243, 10.1038/nature06351

Chatterjee, 2003, J. Am. Chem. Soc., 125, 11360, 10.1021/ja0214882

Miao, 2012, Green Chem., 14, 2179, 10.1039/c2gc35648a

Miao, 2011, Green Chem., 13, 2911, 10.1039/c1gc15569e

Rybak, 2008, Eur. J. Lipid Sci. Technol., 110, 797, 10.1002/ejlt.200800027

von Czapiewski, 2013, Eur. J. Lipid Sci. Technol., 115, 76, 10.1002/ejlt.201200196

Miao, 2009, ChemSusChem, 2, 542, 10.1002/cssc.200900028

Sacristán, 2011, J. Appl. Polym. Sci., 122, 1649, 10.1002/app.34011

Winkler, 2014, Green Chem., 16, 3335, 10.1039/C4GC00273C

Sinclair, 2016, Macromolecules, 49, 6828, 10.1021/acs.macromol.6b01571

Nagarkar, 2012, Macromolecules, 45, 4447, 10.1021/ma300602p

Lee, 2015, J. Am. Chem. Soc., 137, 9262, 10.1021/jacs.5b06033

Lu, 2012, J. Am. Chem. Soc., 134, 14226, 10.1021/ja306287s

Neal, 2015, J. Am. Chem. Soc., 137, 4846, 10.1021/jacs.5b01601

Mathers, 2004, Chem. Commun., 422, 10.1039/b313954a

De Espinosa, 2012, Macromol. Rapid Commun., 33, 2023, 10.1002/marc.201200487

Balcar, 2014, J. Polym. Res., 21, 557, 10.1007/s10965-014-0557-6

Fournier, 2016, Polym. Chem., 7, 3700, 10.1039/C6PY00664G

Malzahn, 2014, ACS Macro Lett., 3, 40, 10.1021/mz400578e

Chen, 2008, Adv. Mater., 20, 3474, 10.1002/adma.200800455

Kolb, 2013, Eur. Polym. J., 49, 843, 10.1016/j.eurpolymj.2012.09.017

Kreye, 2014, Macromol. Rapid Commun., 35, 317, 10.1002/marc.201300779

Ornelas, 2005, Angew. Chem., Int. Ed., 44, 7399, 10.1002/anie.200502848

Ornelas, 2008, J. Am. Chem. Soc., 130, 1495, 10.1021/ja077392v

Liang, 2005, Macromolecules, 38, 6276, 10.1021/ma050818a

Grubbs, 1998, Tetrahedron, 54, 4413, 10.1016/S0040-4020(97)10427-6

Armstrong, 1998, J. Chem. Soc., Perkin Trans. 1, 371, 10.1039/a703881j

Nelson, 2011, Chem. – Eur. J., 17, 13087, 10.1002/chem.201101662

Conrad, 2007, J. Am. Chem. Soc., 129, 1024, 10.1021/ja067531t

Maier, 2000, Angew. Chem., Int. Ed., 39, 2073, 10.1002/1521-3773(20000616)39:12<2073::AID-ANIE2073>3.0.CO;2-0

Monfette, 2009, Chem. Rev., 109, 3783, 10.1021/cr800541y

Arakawa, 1998, J. Org. Chem., 63, 4741, 10.1021/jo980472k

Elmer, 2004, J. Org. Chem., 69, 7363, 10.1021/jo049368v

Zimmerman, 2002, Nature, 418, 399, 10.1038/nature00877

Kim, 2003, Angew. Chem., Int. Ed., 42, 1121, 10.1002/anie.200390295

Wendland, 1999, J. Am. Chem. Soc., 121, 1389, 10.1021/ja983097m

Schultz, 2001, Angew. Chem., Int. Ed., 40, 1962, 10.1002/1521-3773(20010518)40:10<1962::AID-ANIE1962>3.0.CO;2-J

Lemcoff, 2004, J. Am. Chem. Soc., 126, 11420, 10.1021/ja047055b

Beil, 2004, Macromolecules, 37, 778, 10.1021/ma034556t

Southard, 2007, Macromolecules, 40, 1395, 10.1021/ma062443e

Burakowska, 2009, J. Am. Chem. Soc., 131, 10574, 10.1021/ja902597h

Bai, 2014, Chem. Sci., 5, 2862, 10.1039/C4SC00700J

Cherian, 2007, J. Am. Chem. Soc., 129, 11350, 10.1021/ja074301l

Lee, 2015, J. Am. Chem. Soc., 137, 9262, 10.1021/jacs.5b06033

Kang, 2012, ACS Macro Lett., 1, 1098, 10.1021/mz3002897

Kang, 2014, J. Am. Chem. Soc., 136, 10508, 10.1021/ja505471u

Coates, 1996, J. Am. Chem. Soc., 118, 229, 10.1021/ja9532603

Kanbayashi, 2015, Macromolecules, 48, 8437, 10.1021/acs.macromol.5b02067

Clark, 2010, J. Am. Chem. Soc., 132, 3405, 10.1021/ja9090337

Matsumura, 2008, Am. Chem. Soc. Polym. Prepr. Div. Polym. Chem., 49, 511

Tezuka, 2012, Polym. Chem., 3, 1903, 10.1039/C1PY00475A

Ding, 2013, React. Funct. Polym., 73, 1242, 10.1016/j.reactfunctpolym.2013.06.011

Sugai, 2012, ACS Macro Lett., 1, 902, 10.1021/mz300086v

Quirk, 2011, Macromolecules, 44, 7538, 10.1021/ma200931n

Xia, 2009, J. Am. Chem. Soc., 131, 2670, 10.1021/ja808296a

Boydston, 2008, J. Am. Chem. Soc., 130, 12775, 10.1021/ja8037849

Terashima, 2013, Nat. Commun., 4, 1, 10.1038/ncomms3321