Premium
Solar light active flexible activated carbon cloth‐based photocatalyst for Markovnikov‐selective radical‐radical cross‐coupling of S ‐nucleophiles to terminal alkyne and liquefied petroleum gas sensing
Author(s) -
Singh Pooja,
Yadav Rajesh K.,
Kim Tae Wu,
Yadav Tara C.,
Gole Vitthal,
Gupta Abhishek K.,
Singh Kuldeep,
Kumar Kuldeep,
Yadav Bal Chandra,
Dwivedi D. K.
Publication year - 2021
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.202000374
Subject(s) - markovnikov's rule , chemistry , alkyne , atom transfer radical polymerization , photochemistry , thiol , radical polymerization , polymer chemistry , organic chemistry , polymerization , polymer , regioselectivity , catalysis
Selective radical‐radical coupling of terminal alkynes and thiol has been broadly used in chemical synthesis, providing plausible entries to the formation of anti‐Markovnikov products. Because of the selective control and Kharasch effect, the formation of Markovnikov products still remains an immense challenge. Herein, we designed a covalent organic polymer, poly(naphthalene 1,4,5,8‐tetracarboxylic dianhydrideimide‐benzoquinone) through in situ polymerization on activated flexible carbon cloth to function as a light harvester material for selective Markovnikov radical‐radical coupling of terminal alkynes and thiol. Mechanistic explorations verified that cross‐coupling between radical of terminal alkynes and thiol might be the key route in this organic transformation, such as C—S bond formation. This selective radical‐radical Markovnikov of cross‐coupling protocol provide an opportunity to assist the synthesis of valuable vinyl sulfide. Additionally, the synthesized material has been explored as liquefied petroleum gas (LPG) sensor for 0.5, 1.0, 1.5, and 2.0 vol% LPG, respectively. At 2.0 vol% LPG, it shows maximum sensor response as 635.29. Least response and recovery times are 2.44 and 1.0 s, respectively.