Bulky iodotriazolium tetrafluoroborates as highly active halogen-bonding-donor catalysts

Chemical Communications : Chem Comm
Ryosuke HaraguchiShin-Ichi Fukuzawa

Abstract

Steric bulk around catalytic centers is one of the most important factors determining catalytic reactivities and selectivities. This paper reports the synthesis of structurally diverse 5-iodo-3-methyl-1,2,3-triazolium salts and the evaluation of their catalytic activities as halogen-bonding donors for the aza-Diels-Alder reaction of 2-siloxy-1,3-butadiene with imines. We found that steric hindrance around an iodide atom in halogen-bonding donors significantly impacted catalytic efficiency.

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Citations

May 1, 2019·Dalton Transactions : an International Journal of Inorganic Chemistry·Xingyu XuXiaoyu Yan
Jun 28, 2019·Chemical Communications : Chem Comm·Alexander DregerStefan M Huber
Jan 15, 2020·Organic & Biomolecular Chemistry·Juan V Alegre-RequenaRaquel P Herrera
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Feb 9, 2021·Chemical Communications : Chem Comm·Yasushi YoshidaMasami Sakamoto
Jul 29, 2021·Inorganic Chemistry·Chunyang LiAlexandre Martinez
Jul 30, 2021·Organic & Biomolecular Chemistry·Alexandra A SysoevaDmitrii S Bolotin
Jul 10, 2019·Organic Letters·Yuk-Cheung Chan, Ying-Yeung Yeung
Dec 17, 2021·Organic Letters·Daiya Kase, Ryosuke Haraguchi

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