A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an “F−SO<sub>2</sub>
+” Donor of Unprecedented Reactivity, Selectivity, and Scope
作者:Taijie Guo、Genyi Meng、Xiongjie Zhan、Qian Yang、Tiancheng Ma、Long Xu、K. Barry Sharpless、Jiajia Dong
DOI:10.1002/anie.201712429
日期:2018.3.1
in highly functional molecules. We now report that a solid fluorosulfuryl imidazolium triflate salt delivers the same “F−SO2+” fragment to Nu−H acceptor groups in the substrates. However, this triflate salt is a far more reactive fluorosulfurylating agent than SO2F2 and displays selectivity preferences of its own. Moreover, the new azolium triflate reagent reacts once with primary amines and anilines
已经发现,硫酰氟SO 2 F 2在各种环境中,甚至在高功能分子中,都可以使苯酚衍生化。现在,我们报告固体三氟甲磺酸氟磺酰基咪唑鎓盐向底物中的Nu-H受体基团传递相同的“ F-SO 2 + ”片段。但是,这种三氟甲磺酸盐是一种比SO 2 F 2更具活性的氟磺化剂,并显示出其自身的选择性偏好。而且,在停止反应之前,新的三氟甲磺酸偶氮鎓试剂与伯胺和苯胺反应一次。另一方面,用三乙胺和两当量的“ F-SO 2 +“供体存在,它以良好的收率继续进行双(氟硫磺酰基)酰亚胺的转化-这是我们从未见过的两个重要的转化反应,我们将磺酰氟用作亲电试剂。
Polysulfonate supported chiral diamine-nickel catalysts: Synthesis and applications
A series of chiral polysulfonate cyclohexyldiamine-Ni(II) catalysts were prepared via sulfur (VI) fluoride exchange click-reactions. The catalysts exhibited good catalytic activity and enantioselectivity in the Michaeladdition of malonates to nitroalkenes. The excellent recyclability of the catalysts was demonstrated via the reuse of the privileged catalyst 7a for ten times. The results provide a
POLYMERIZATION METHOD AND POLYMERS FORMED THEREWITH
申请人:THE SCRIPPS RESEARCH INSTITUTE
公开号:US20150315340A1
公开(公告)日:2015-11-05
Condensation of fluoro-substituted and silyl-substituted monomers provides polymers suitable for use, e.g., as engineering polymers. A monomer composition is condensed in the presence of a basic catalyst. The monomer composition contains a compound of formula F—X—F and a compound of formula (R
1
)3Si—Z—Si(R
1
)3, and forms an alternating X—Z polymer chain and a silyl fluoride byproduct. X has the formula -A(-R
2
-A)n-; each A is SO
2
, C(═O), or Het; R
2
is an organic moiety; n is 0 or 1; Het is an aromatic nitrogen heterocycle; Z has the formula -L-R
3
-L-; each L is O, S, or N(R
4
); and each R
3
is an organic moiety, and R
4
comprises H or an organic moiety.
FLUOROSULFONYL-CONTAINING COMPOUND, INTERMEDIATE THEREOF, PREPARATION METHOD THEREFOR AND USE THEREOF
申请人:Shanghai Institute of Organic Chemistry, Chinese
Academy of Sciences
公开号:EP3715342A1
公开(公告)日:2020-09-30
Disclosed in the present invention were a fluorosulfonyl-containing compound, an intermediate thereof, a preparation method therefor and use thereof. The fluorosulfonyl-containing compound disclosed in the present invention comprises a cation and an anion, the cation being as shown in Formula (1). The fluorosulfonyl-containing compound of the present invention can react with a substrate to efficiently synthesize a fluorosulfonylation product, has low toxicity, was simple to prepare, was convenient to use, and was in a solid stable state at normal temperature. Furthermore, the compound has a wide range of adaptable substrates, including phenolic compounds and amine compounds, and was the only solid form agent that can achieve such a chemical conversion, and therefore has important academic and application value.