School of Chemical Sciences, National Institute of Science Education and Research (NISER), HBNI, Bhubaneswar, PO Bhimpur-Padanpur, Via Jatni, District Khurda, Odisha 752050, India.
Org Biomol Chem. 2021 Oct 14;19(39):8539-8543. doi: 10.1039/d1ob01581h.
The idea of constitutional dynamic chemistry (CDC) and dynamic combinatorial chemistry (DCC) is widespread in the literature using the chemistry of disulfides. The synthesis of unsymmetrical diaryl disulfides is challenging due to the presence of a weak S-S bond. We report herein the synthesis of unsymmetrical diaryl disulfides from two symmetrical disulfides a cross-metathesis reaction which was controlled by a weak sulfur⋯iodine (S⋯I) interaction. The unsymmetrical disulfides were stable in acetonitrile solution in the presence of -iodosuccinimide (NIS), and found to be reversibly photoswitchable to the symmetrical disulfides under visible light irradiation.
在使用二硫键的文献中，广泛存在着构象动态化学（CDC）和动态组合化学（DCC）的概念。由于 S-S 键较弱，不对称二芳基二硫的合成具有挑战性。本文报道了通过交叉复分解反应从两个对称二硫键合成不对称二芳基二硫，该反应受弱的硫碘（S⋯I）相互作用控制。在 -碘代丁二酰亚胺（NIS）存在下，不对称二硫在乙腈溶液中稳定，并且在可见光照射下可可逆地光切换回对称二硫。
