Journal
ACS CATALYSIS
Volume 8, Issue 7, Pages 6362-6366Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b01565
Keywords
iodochlorination; Lewis base-Lewis acid catalysis; thiourea; iodine; halogen-bonding dihalogenation
Categories
Funding
- JSPS KAKENHI [15H05755, 15H06266, 17K14484, 15H05810]
- Program for Leading Graduate Schools IGER program in Green Natural Sciences
- Toyoaki Scholarship Foundation
- Society of Iodine Science
- MEXT, Japan
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Thiourea-I-2 as Lewis base Lewis acid cooperative catalysts are developed for the iodochlorination of alkenes with in situ-generated iodine monochloride (I-Cl). The Lewis base Lewis acid cooperative system is sufficient to generate I-Cl from I-2 with a chlorinating reagent at low temperature. Based on the solid-state structure of the active species, thiourea I-2 cooperatively captures I-Cl. By taking advantage of I-Cl generation and the control of I-Cl at low temperature, the thiourea I-2 cooperative system suppresses side reactions that arise from highly reactive free I-Cl.
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