The already-reported, low-yielding, and non-sustainable Et3 N-mediated homocoupling of levoglucosenone (LGO) into the corresponding LGO-CyreneTM diketone has been revisited and greened-up. The use of methanol as both a renewable solvent and catalyst and K2 CO3 as a safe inorganic base improved the reaction significantly with regards to yield, purification, and green aspects. LGO-CyreneTM was then subjected to a one-pot, H2 O2 -mediated Baeyer-Villiger oxidation/rearrangement followed by an acidic hydrolysis to produce a new sterically hindered bicyclic monomer, 2H-HBO-HBO. This diol was further polymerized in bulk with diacyl chlorides to access new promising renewable polyesters that exhibit glass transition temperatures (Tg ) from -1 to 81 °C and a good thermostability with a temperature at which 50 % of the mass is lost (Td50 % ) of 349-406 °C.

中文翻译：

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左旋葡糖烯酮-苯乙烯基双环二醇单体的可持续合成和缩聚：获得可再生聚酯。

已经对已经报道的，低产且不可持续的Et3 N介导的左葡萄糖苷（LGO）与相应的LGO-CyreneTM二酮的同质偶联进行了研究并进行了绿化。使用甲醇作为可再生溶剂和催化剂，并使用K2 CO3作为安全的无机碱，在产率，纯化和绿色方面均显着改善了反应。然后对LGO-CyreneTM进行一锅H2 O2介导的Baeyer-Villiger氧化/重排，然后进行酸性水解以产生新的位阻双环单体2H-HBO-HBO。将该二醇进一步与二酰氯进行本体聚合，以得到新型有希望的可再生聚酯，该聚酯的玻璃化转变温度（Tg）为-1至81°C，并且在失去质量的50％的温度下具有良好的热稳定性（Td50％ ）349-406°C。