Chiral Polyolefins

Abstract

The synthesis and optical properties of a variety of chiral polyolefins are reviewed. The polymers are separated into four categories: hydrocarbon‐based chiral polyolefins, chiral polyolefins from achiral monomers, chiral polyolefins with aromatic side chains, and chiral polyolefins bearing branched amino acids. The polymers were synthesized using Ziegler–Natta, anionic, radical, and acyclic diene metathesis (ADMET) polymerization techniques.

Thiol‐Ene Radical Addition of L‐Cysteine Derivatives to Low Molecular Weight Polybutadiene

“…[82]). Endo and coworkers [83,84] studied homo-and copolymers of a Lcysteine derivative (the polymerised monomer was the Thiol-Ene Radical Addition of L-Cysteine Derivatives to Low .…”

Synthesis of optically active methacrylic oligomeric models and polymers bearing the side-chain azo-aromatic moiety and dependence of their chiroptical properties on the polymerization degree

“…Displaying, in fact, both the properties typical of dissymmetric systems [1] (optical activity, absorption of circularly polarized light in the UV-vis spectral region), as well as the features of photochromic materials [2,3] (NLO properties, photoresponsiveness, photorefractivity) they can be proposed as devices for the optical storage of information, waveguides, chiroptical switches, chemical photoreceptors, etc. [4][5][6][7].…”

Bio-olefins via condensation metathesis chemistry

“…We have recently reported the polymerization of various protected amino acid/peptide branched dienes, yielding polyolefins, termed bio-olefins, as further examples of the functional group tolerance of the second generation Grubbs' catalyst 1a [33][34][35][36][37][38][39]. Further, the molecular weights obtained by ADMET polymerizations resemble those obtained by typical polycondensation reactions e.g.…”

“…n = 3, R = CH 3 , PG = BOC 4d) n = 8, R = CH 3 , PG = BOC 4e) n = 8, R = CH 3 , PG = CBz 4f) n = 9, R = CH 3 , PG = BOC 5f) n = 3, R = CH 2 CH(CH 3 ) 2 , PG = BOC 5g) n = 9, R = CH 2 CH(CH 3 ) 2 , PG = BOC 6c) n = 3, R = (CH 2 ) 4 NHBOC, PG = BOC 6d) n = 8, R = (CH 2 ) 4 NHBOC, PG = BOC 6e) n = 9, R = (CH 2 ) 4 NHCBz, PG = CBz 6f) n = 9, R = (CH 2 ) 4 NHBOC, PG = BOC 8) n = 3, R = CH 3 , PG = BOC 9d) n = 8, R = CH 3 , PG = BOC 9e) n = 8, R = CH 3 , PG = CBz 9f) n = 9, R = CH 3 , PG = BOC 10f) n = 3, R = CH 2 CH(CH 3 ) 2 , PG = BOC 10g) n = 9, R = CH 2 CH(CH 3 ) 2 , PG = BOC 11c) n = 3, R = (CH 2 ) 4 NHBOC, PG = BOC 11d) n = 8, R = (CH 2 ) 4 NHBOC, PG = BOC 11e) n = 9, R = (CH 2 ) 4 NHCBz, PG = CBz 11f) n = 9, R = (CH 2 ) 4 NHBOC, PG = BOC 13) n = 9, R = CH 2 SCBz, PG = CBz 1a or 1b Illustration of the amino acid branched polymers prepared to date[33][34][35][36][37][38][39]. Explanation of numbering system: (4/9) alanine branched monomers/polymers, (5/10) leucine branched monomers/polymers, (6/11) lysine branched monomers/polymers, (7/12) arginine branched monomer/polymer, and (8/13) cysteine branched monomer/polymer (note stereocenter for 8/13 is R not S).…”