Synthesis of optically active polymers by asymmetric catalysts VI. Behavior of organozinc catalyst systems in the stereoselective polymerization of propylene oxide
Abstract
Abstract The reaction of propylene oxide with zinc alkoxide was studied to clarify the mechanism of the propylene oxide polymerization with the diethylzinc/alcohol catalyst system. In the reaction with zinc dimethoxide, ring scission of propylene oxide was observed which occurs almost exclusively at the methylene‐oxygen bond. Neither diethylzinc nor ethylzinc methoxide reacted with propylene oxide. Zinc dialkoxide of 1‐methoxypropanol‐2 (primary product of propylene oxide zinc dimethoxide reaction) showed a much lower reactivity to propylene oxide than zinc dimethoxide. Zinc dialkoxide of CH3O[CH2CH(CH3)O]nH (n = 11∼︁12), on the other hand, exhibited a rather high reactivity to propylene oxide. On these bases a discussion is made about the initiation and propagation mechanisms of the zinc dimethoxide catalyzed propylene oxide polymerization. In the copolymerization of the D‐ and L‐propylene oxides by the diethylzinc/water or/diethylamine catalyst systems, asymmetric selection of the antipode monomer was observed and interpreted by the formation of an asymmetric structure in the active species during the initiation reaction.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
The carboxylate ion route beta is preferred, even for lactones.
“Thus, the carboxylate ion (route β ) is preferred, even for lactones (see Figure 40) [113]”
From Ring-Opening Polymerization—An Introductory Review (2013) · cites this paper as [113]
The citation lists haven’t been fetched yet
References 13 · Cited by 40
Research works printed but not linked: 2
- Inoue S., 1965, Shokubai [Catalyst], 7, 47
- Booth C., 1964, Polymer [London], 5, 478
- Authors
- Inoue, S., Tsukuma, I., Kawaguchi, M., & Tsuruta, T.
- Affiliations
- The University of Tokyo (JP)
- Kyoto University (JP)
- Venue
- Die Makromolekulare Chemie
- Publisher
- Wiley
- Published
- 1967-04-28
- Volume
- 103
- Issue
- 1
- Pages
- 151-163
- ISSN
- 0025-116X (ISSN-L)
- OpenAlex
- W2169969753
- Cited by
- 40
- References
- 13
- Citations by year
- 2020: 1 · 2017: 1 · 2014: 1 · 2013: 1
- FWCI
- 6.18
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Die Makromolekulare Chemie (publishedVersion)
- Topics
- Physical Sciences › Chemistry › Organic Chemistry › Advanced Polymer Synthesis and Characterization
- Physical Sciences › Chemistry › Organic Chemistry › Asymmetric Synthesis and Catalysis
- Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
- Keywords
- propylene oxide polymerization, diethylzinc, stereoselective polymerization, optically active polymers
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
