3517-99-5Relevant articles and documents
Selective photooxidation of sulfides to sulfoxides with tetranitromethane
Ramkumar,Sankararaman
, p. 1057 - 1058 (1993)
Photolysis of the charge transfer complexes of several sulfides with tetranitromethane in dichloromethane led to selective oxidation of sulfides to sulfoxides in high yields.
Charge Transfer from Donor to Acceptor in Conjugated Microporous Polymer for Enhanced Photosensitization
Guo, Guang-Chen,Guo, Song,Kong, Li-Hui,Lu, Tong-Bu,Peng, Yuan-Zhao,Zhang, Zhi-Ming
supporting information, p. 22062 - 22069 (2021/08/30)
Photosensitization associated with light absorption and energy/electron-transfer represents the central processes for photosynthesis. However, it's still a challenge to develop a heavy-atom-free (HAF) strategy to improve the sensitizing ability of polymeric photosensitizers. Herein, we propose a new protocol to significantly improve the photosensitization by decorating mother conjugated microporous polymer (CMP-1) with polycyclic aromatic hydrocarbons (PAHs), resulting in a series of CMPs (CMP-2–4). Systematic study reveals that covalent modification with PAHs can transfer charge to Bodipy in CMP to further facilitate both intersystem crossing and electron-hole separation, which can dramatically boost energy-/electron-transfer reactions. Remarkably, CMP-2 as a representative CMP can efficiently drive the photosynthesis of methyl phenyl sulfoxide with 92 % yield, substantially higher than that of CMP-1 (32 %). Experiments and theory calculations demonstrate the structure-property-activity relationship of these CMPs, opening a new horizon for developing HAF heterogeneous photosensitizers with highly efficient sensitizing activity by rational structure regulation at a molecular level.
Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations
Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo
supporting information, p. 7738 - 7744 (2021/05/07)
Photoactive two-dimensional covalent organic frameworks (2D-COFs) have become promising heterogenous photocatalysts in visible-light-driven organic transformations. Herein, a visible-light-driven selective aerobic oxidation of various small organic molecules by using 2D-COFs as the photocatalyst was developed. In this protocol, due to the remarkable photocatalytic capability of hydrazone-based 2D-COF-1 on molecular oxygen activation, a wide range of amides, quinolones, heterocyclic compounds, and sulfoxides were obtained with high efficiency and excellent functional group tolerance under very mild reaction conditions. Furthermore, benefiting from the inherent advantage of heterogenous photocatalysis, prominent sustainability and easy photocatalyst recyclability, a drug molecule (modafinil) and an oxidized mustard gas simulant (2-chloroethyl ethyl sulfoxide) were selectively and easily obtained in scale-up reactions. Mechanistic investigations were conducted using radical quenching experiments and in situ ESR spectroscopy, all corroborating the proposed role of 2D-COF-1 in photocatalytic cycle.
Catalyst-free visible light-mediated selective oxidation of sulfides into sulfoxides under clean conditions
Fan, Qiangwen,Zhu, Longwei,Li, Xuhuai,Ren, Huijun,Wu, Guorong,Zhu, Haibo,Sun, Wuji
supporting information, p. 7945 - 7949 (2021/11/01)
A facile and efficient visible-light-mediated method for directly converting sulfides into sulfoxides under clean conditions without using any photocatalysts is reported. This method exhibited favourable compatibility with functional groups and afforded a series of sulfoxides with high selectivity and yields. Moreover, in order to shed more light on such a transformation, detailed mechanism studies were carried out both experimentally and theoretically. The readily accessible, low-cost and eco-friendly nature of the developed method will endow it with attractive applications in chemical synthesis.
