Synthesis of cis,syndiotactic-A-alt-B Copolymers from Enantiomerically Pure Endo-2-Substituted-5,6-Norbornenes
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Synthesis of cis.pdf
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Author(s)
Jang, Eun Sil
John, Jeremy M
Schrock, Richard Royce
Date Issued
March 2017
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Citation
Jang, Eun Sil, et al. “Synthesis of Cis,Syndiotactic- A -Alt -B Copolymers from Enantiomerically Pure Endo -2-Substituted-5,6-Norbornenes.” Journal of the American Chemical Society, vol. 139, no. 14, Apr. 2017, pp. 5043–46.
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Author's final manuscript
Abstract
Cis,syndiotactic A-alt-B copolymers, where A and B are two enantiomerically pure endo-2-substituted-5,6-norbornenes with “opposite” chiralities of the endo-2-substituted-5,6-norbornene skeleton, can be prepared using Mo(N-2,6-Me[subscript 2]C[subscript 6]H[subscript 3])(CHCMe[subscript 2]Ph)(OHMT)(pyrrolide) (1) as the initiator (OHMT = O-2,6-Mesityl[subscript 2]C[subscript 6]H[subscript 3]). Formation of a high percentage of A-alt-B dyads is proposed to rely on an inversion of chirality at the metal with each propagating step and a kinetically preferred diastereomeric relationship between a given chirality at the metal in propagating species and the chirality of the endo-2-substituted-5,6-norbornene skeleton. We also demonstrate that A-alt-B copolymers can be modified to give new variations which may not be accessible through direct copolymerization.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/jacs.7b01747
