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Updated: Jan 15, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
Published on: February 6, 2020
Synthesis and Two-Dimensional Chiral Self-Assembly of Oxygen-Incorporated Dibenzo[hi,st]ovalene
Md Imrul Khalid1, N Maximilian Bojanowski1, Roger Simon De Febrer1
1Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna-son, Kunigami-gun, Okinawa 904-0495, Japan.
Abstract:
The oxygen-incorporated analogue of dibenzo[hi,st]ovalene (O-DBOV), namely, peri-bisxanthenoanthanthrene, was synthesized through the oxidative cycloetherification of a dihydroxy-substituted precursor, using a catalytic amount of KI and tert-butyl hydroperoxide (TBHP) as an external oxidant. O-DBOV is prochiral to have two-dimensional (2D) chirality upon interaction with solid surfaces. Notably, investigation of the self-assembled monolayers of O-DBOV on Au(111) surfaces by scanning tunneling microscopy (STM) under ultrahigh vacuum (UHV) conditions revealed the formation of 2D homochiral domains through hydrogen bonding and van der Waals interactions.
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