Chiral diboranes as catalysts for the stereoselective organopolymerization of epoxides

Abstract: It is demonstrated that stereoselective polymerization of epoxides, long a domain of metal-based compounds, can also be achieved via the application of organocatalysts. A simple two-step synthesis starting from widely available 1,1′-bi-2-naphthol (BINOL) backbones yields diboranes which, in tandem with organobases, deliver isotactic-enriched (it) polyethers from the homopolymerization of racemic propylene oxide (PO) and other epoxides. Thereby, isotactic diad contents of up to 88% can be achieved, resulting in well-defined (1.1 < ĐM < 1.3) polyethers with high molar masses (Mn > 100 000 g mol−1). Notably, it is also possible to grow it-enriched sequences of PPO on aliphatic polyester-type initiators, thus enabling the incorporation of stereocontrolled polyether blocks in more complex polymer architectures. It is expected that this ability will greatly benefit the preparation of polyether-containing additives. The BINOL-type diboranes can be readily modified, suggesting further potential as a platform from which optimized catalysts can be developed

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch
Notes
Chemical science. - 13, 36 (2022) , 10939-10943, ISSN: 2041-6539

Event
Veröffentlichung
(where)
Freiburg
(who)
Universität
(when)
2024
Creator
Sirin-Sariaslan, Ayla
Naumann, Stefan

DOI
10.1039/d2sc03977j
URN
urn:nbn:de:bsz:25-freidok-2568410
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
25.03.2025, 1:53 PM CET

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Time of origin

  • 2024

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