Flash Communication: Properties and Applications of a Pentavalent Bromoantimony Lewis Acid
Alexander C. Mehnert, Chenggang Jiang, Brendan L. Murphy, You Jiang, François P. Gabbaï
TL;DR
This paper explores the oxidation of SbBr3 with o-chloranil to form new Lewis acid derivatives and their use in C–O bond cleavage reactions.
Contribution
The study introduces new bromoantimony Lewis acid derivatives and their application in catalytic C–O bond chemistry.
Findings
SbBr3 can be oxidized with o-chloranil to form [SbBr4(catCl)]− and SbBr3(catCl)•OPPh3.
The SbBr3(catCl) fragment shows similar Lewis acidity to SbCl3(catCl).
SbX3/o-chloranil pairs are effective for C–O bond metathesis and polycarbonate depolymerization.
Abstract
While normally reluctant toward oxidation, SbBr3 can be oxidized with 3,4,5,6-tetrachloro-1,2-benzoquinone (o-chloranil) in the presence of a Lewis base like the bromide anion or triphenylphosphine oxide (PPh3O) to form the tetrachlorocatecholate (catCl) derivatives [SbBr4(catCl)]− ([2-Br]−) and SbBr3(catCl)•OPPh3 (2•OPPh3), respectively. Structural, spectroscopic, and computational data indicate that the SbBr3(catCl) fragment is similarly, if slightly less, Lewis acidic than the previously reported SbCl3(catCl) fragment. The SbBr3/o-chloranil system, as well as its previously reported counterpart SbCl3/o-chloranil, were tested as Lewis acid catalysts for C–O bond metathesis and polycarbonate depolymerization. These results identified SbX3/o-chloranil pairs (X = Cl, Br) as simple main-group platforms for C–O bond cleavage chemistry.
Genes, proteins, chemicals, diseases, species, mutations and cell lines named across the full text — each resolved to its canonical identifier and authoritative record.
Click any figure to enlarge with its caption.
Figure 1
Figure 2
Figure 3
Figure 4
Figure 5
Figure 6Peer Reviews
No public reviews on file for this paper yet. If you reviewed it on a platform where reviews are public (OpenReview, ICLR, NeurIPS, ICML), you can paste yours below so the community can read it here.
Videos
No videos yet. Explain this paper in a talk, walkthrough, or lecture? Add one.
Taxonomy
TopicsSynthesis and characterization of novel inorganic/organometallic compounds · Organometallic Complex Synthesis and Catalysis · Organoboron and organosilicon chemistry