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Synlett 2020; 31(11): 1050-1063
DOI: 10.1055/s-0039-1690867
DOI: 10.1055/s-0039-1690867
account
Chemistry of Hetera-buckybowl Trichalcogenasumanenes
Authors
This work was supported by the National Natural Science Foundation of China (Grant Nos. 21871119 and 21522203) and the National Key R&D Program of China (Grant No. 2017YFA0204903).
Further Information
Publication History
Received: 23 December 2019
Accepted after revision: 02 March 2020
Publication Date:
02 April 2020 (online)
Dedicated to Prof. Zhongli Liu on the occasion of his 80th birthday
Abstract
Buckybowls attract significant attention in chemistry and materials science owing to their unique features related to both geometric and electronic aspects. Doping the π-skeleton of buckybowls with the main group elements results in hetera-buckybowls, and accordingly has a large influence on the chemical and physical properties. This account summarizes our research progress on hetera-buckybowl trichalcogenasumanenes (TCSs), including their synthesis, regioselective oxidations, transformation into various hetero polycycles (chiral π-systems, molecular spoons, etc.), and their application as optoelectronic materials.
1 Introduction
2 Synthesis of TCSs
3 Structural and Electronic Features of TCSs
4 Regioselective Oxidation of TCSs
4.1 Cleavage of the Edged Benzene Rings
4.2 Oxidation of the Thiophene Rings
4.3 Transformation of Butoxy Groups into an ortho-Quinone
4.4 Intermolecular Charge Transfer
4.5 Influence of Chalcogen Atoms on Oxidation Reactions
5 Synthesis of Hetero Polycycles from TCSs
6 Optoelectronic Properties of TCSs and Their Derivatives
7 Conclusion
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