Cyclic Polyester Formation with an [OSSO]‐Type Iron(III) Catalyst. Issue 1 (23rd October 2019)

• Record Type: Journal Article
• Authors: Impemba, Salvatore; Della Monica, Francesco; Grassi, Alfonso; Capacchione, Carmine; Milione, Stefano
• Is Part Of: ChemSusChem. Volume 13:Issue 1(2020)
• Page Start: 141
• Page End: 145
• Publication Date: 2019-10-23
• Subjects: cyclization -- homogeneous catalysis -- iron -- polymers -- ring-opening polymerization; Green chemistry -- Periodicals; Sustainable engineering -- Periodicals; Chemistry -- Periodicals; Chemical engineering -- Periodicals; 660
• DOI: 10.1002/cssc.201902163
• Languages: English
• ISSNs: 1864-5631

Abstract

Abstract: The efficient formation of cyclic polyesters from the ring‐opening polymerization of lactide, ϵ‐caprolactone, and β‐butyrolactone catalyzed by a 1, 4‐dithiabutanedyl‐2, 2′‐bis(4, 6‐dicumylphenol) [OSSO]‐FeCl complex activated with cyclohexene oxide was achieved. The catalyst was very active (initial turnover frequency up to 2718 h −1 ), robust, and worked with a monomer/Fe ratio up to 10 000. The formation of cyclic polymers was supported by using high‐resolution matrix‐assisted laser desorption ionization (MALDI) MS, and the average ring size (≈5 kDa for cyclic polylactide) independent of the reaction conditions. A monometallic ring‐opening polymerization/cyclization mechanism was proposed from the results of a kinetic investigation. Abstract : Squaring the cycle : Cyclic polyesters are prepared selectively from cyclic esters by a ring‐opening polymerization/cyclization reaction catalyzed by a highly active (initial turnover frequency=2700 h −1 ) and robust (turnover number=10 000) [OSSO]‐type Fe III complex.