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Scalable preparation and property investigation of a cis-cyclobutane-1,2-dicarboxylic acid from β-trans-cinnamic acid

Author:
AmjaourThese authors contributed equally to this work., Houssein, Wang, Zhihan, Mabin, Micah, Puttkammer, Jenna, Busch, Sullivan, Chu, Qianli R.
Source:
Chemical communications 2018 v.55 no.2 pp. 214-217
ISSN:
1364-548X
Subject:
carboxylic acids, chemical reactions, crystal structure, heat
Abstract:
Scalable synthesis of β-truxinic acid (CBDA-4) was accomplished by capturing and photodimerizing a metastable crystalline solid of trans-cinnamic acid. This synthetic approach builds a foundation for investigating the properties and applications of the useful diacid. The X-ray crystal structure of CBDA-4 was determined for the first time. The cyclobutane ring in CBDA-4 was cleaved upon heating, making it a promising building block for thermally recyclable/degradable materials.
Agid:
6266305