Isopropyl-substituted o-benzoquinones and oxanthrenequinones. Effect of steric shielding of alkyl substituents on reactivity

• Published in: Russian chemical bulletin Vol. 70; no. 5; pp. 916 - 924
• Main Authors: Kocherova, T. N., Druzhkov, N. O., Shavyrin, A. S., Arsenyev, M. V., Baranov, E. V., Kuropatov, V. A., Cherkasov, V. K.
• Format: Journal Article
• Language: English
• Published: New York Springer US 01-05-2021; Springer Nature B.V
• Subjects: Catechol; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Full Article; Inorganic Chemistry; Organic Chemistry; Quinones; Shielding; redox-active ligands; isopropanol; alkylation; quinones; catechols
• ISSN: 1066-5285; 1573-9171
• DOI: 10.1007/s11172-021-3167-6

A synthetic procedure was developed for the preparation of sterically hindered di- and trisubstituted catechols and
o
-quinones by the reaction of catechol with isopropanol. Compared to sterically more hindered analogs,
o
-quinones bearing isopropyl substituents exhibit a higher reactivity toward the formation of oxanthrenequinone derivatives.