Photocatalytic Initiation of Radical Thiol–ene Reactions Using Carbon-Bi₂O₃ Nanocomposites

Abstract

A mild, inexpensive and general photocatalytic initiation protocol for anti-Markovnikov hydrothiolation of olefins using carbon nanomaterial/metal oxide (Carbon NM-MO) composites is reported. Graphene oxide (GO), nanodiamonds (ND) and carbon nano-onions (CNO) displaying bismuth or tungsten oxide nanoparticles adhered to the surface, function as highly efficient photocatalysts for thiol-ene ligation under both UV and visible-light-mediated The Supporting Information is available free of charge on the ACS Publications website at DOI:xxxxx Experimental procedures for nanocomposites preparation, Bright-field TEM of Bi 2 O 3-ox-CNO/GO nanocomposites, XPS of Bi 2 O 3 , 1 Hand 13 C-NMR Spectra of thioether and thioester products.

Efficient visible light initiated hydrothiolations of alkenes/alkynes over Ir2S3/ZnIn2S4: Role of Ir2S3

“…The construction of C-S bonds is important in synthetic organic chemistry since a large amount of natural products and pharmaceuticals contain C-S bonds in their structures and sulfur-containing products are receiving increasing attention in polymer and material chemistry [1]. Among the various strategies developed, the hydrothiolations of unsaturated hydrocarbons with thiols is an atom-economic and thus attractive strategy for the construction of C-S bonds [2,3]. The metal-catalyzed hydrothiolations of unsaturated hydrocarbons with thiols can proceed with good to excellent regio-and stereoselectivity to sulfur containing molecules [4][5][6].…”

Facile Thiol–Ene Click Protocol Using Benzil as Sensitizer and White LED as Light Source

“…In 2017, Kokotos et al as well as Singh et al introduced phenylglyoxylic acid [ 27 ] and benzophenone [ 28 ] respectively as photosensitizer for thiol–ene click reaction. Some nanostructured photocatalysts such as Bi 2 O 3 [ 29 ] and graphitic carbon nitride [ 30 ] were also shown to effectively catalyst thiol–ene click reaction. Few reports on the UV‐light‐induced photoinitiator assisted thiol–ene click reactions were also reported earlier.…”

Atmospheric Oxygen Mediated Radical Hydrothiolation of Alkenes

“…Ap lethora of reagents andi nitiation strategies have been reportedfor the HAA step, with the photodecompositionofphotoinitiators under UV-mediatedc onditions frequently employed, as well as the generation of photoexcited metal complexesb yv isible light irradiation and electrochemical radical generation ( Figure 1a). [29][30][31][32][33][34][35][36][37][38][39][40][41][42][43] Furthermore, thermali nitiators may also be employed( Figure 1b). [44] In most instances external additives are required whicho ften demands trenuous work-up and purification for their removal.…”