Synlett 2017; 28(09): 1028-1039
DOI: 10.1055/s-0036-1588720
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© Georg Thieme Verlag Stuttgart · New York

Precision Polymer Synthesis via Chemoselective, Stereoselective, and Living/Controlled Polymerization of Polar Divinyl Monomers

Fernando Vidal
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523-1872, USA   Email: eugene.chen@colostate.edu
,
Eugene Y.-X. Chen*
Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523-1872, USA   Email: eugene.chen@colostate.edu
› Author Affiliations
Further Information

Publication History

Received: 27 December 2016

Accepted after revision: 24 January 2017

Publication Date:
20 February 2017 (online)


Abstract

Post-polymerization modification of polymers carrying reactive side-chain groups has been a successful method to introduce target functionalities into polymer systems, based commonly on atactic amorphous polymers. Effective synthetic methods for obtaining stereoregular functional polymers from polymerization of polar divinyl monomers must achieve not only high chemoselectivity and livingness of the polymerization, but also high stereoregularity of the polymer main-chain backbone, preferably under ambient reaction conditions for a facile manipulation over the spatial orientation of such functional groups. In this account, we review some recent metal-mediated coordination polymerization systems that are simultaneously chemoselective, stereo­selective, and living/controlled for obtaining highly stereoregular and densely functionalized polymers. In addition, we compare such results with those obtained by certain organocatalysts and describe the efforts to post-functionalize the olefin-carrying stereoregular polymers with the efficient thiol-ene ‘click’ reaction.

1 Introduction

2 Metal-Catalyzed Coordination-Addition Polymerization of Polar Divinyl Monomers

3 Organocatalyzed Conjugate-Addition Polymerization of Polar Divinyl Monomers

4 Post-Functionalization of Vinyl-Containing Stereoregular Polymers

5 Conclusions and Outlook

 
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