2017
DOI: 10.1002/ange.201709309
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Reduction of Dioxygen by Radical/B(p‐C6F4X)3 Pairs to Give Isolable Bis(borane)superoxide Compounds

Abstract: Triplet dioxygen was reduced by TEMPO or trityl radicals in the presence of two molar equivalents of the strong B(p-C 6 F 4 X) 3 (X:For H) boron Lewis acids under mild conditions to give the bis(borane)superoxide systems 2.T he sensitive radical anion species were isolated and characterized by methods including X-ray crystal structure analysis and EPR spectroscopy.Supportinginformation and the ORCID identification number(s) for the author(s) of this article can be found under: https://doi.

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Cited by 7 publications
(5 citation statements)
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References 64 publications
(31 reference statements)
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“…−1.7 V vs Fc/Fc + in DME. 25,26 This behavior is in line with observations made in the formation of 1 and the activation of H 2 by B, which imply the radical character of B is a defining feature of its reactivity.…”
Section: ■ Introductionsupporting
confidence: 87%
“…−1.7 V vs Fc/Fc + in DME. 25,26 This behavior is in line with observations made in the formation of 1 and the activation of H 2 by B, which imply the radical character of B is a defining feature of its reactivity.…”
Section: ■ Introductionsupporting
confidence: 87%
“…Apparently, the Lewis acid‐mediated one‐electron reduction of N 2 O is possible with moderately strong reducing agents. However, the reaction is much slower compared to what was observed for O 2 , which is reduced almost instantaneously under similar conditions . Attempts to perform the reactions with the even weaker reductant Cp 2 Fe (Cp=cyclopentadienyl anion), which was also reported to reduce O 2 but at a lower rate, were not undertaken.…”
Section: Resultsmentioning
confidence: 54%
“…In continuation of our studies on the chemical activation of N 2 O, we decided to investigate the solution‐based reduction of N 2 O with single‐electron donors. It has been shown by the groups of Agapie, Erker, and Stephan that the strong Lewis acids B(C 6 F 5 ) 3 and Al(C 6 F 5 ) 3 are able to mediate the chemical reduction of substrates such as O 2 , Se, Te, S 8 , and R‐X‐X‐R (X=O, S, Te) (Scheme a). There was indirect evidence that a similar strategy could be used to reduce N 2 O.…”
Section: Introductionmentioning
confidence: 99%
“…Tris(pentafluorophenyl)borane, B(C 6 F 5 ) 3 , as a main group Lewis acid, has been deeply investigated during the last decade. 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 Besides, with the discovery of crystal structure of B(C 6 F 5 ) 3 with various molecules, 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 the catalytic mode of B(C 6 F 5 ) 3 was further revealed. 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 On the other hand, owing to the moisture sensitivity of B(C 6 F 5 ) 3 , it is likely that the Brønsted acid B(C 6 F 5 ) 3 ·H 2 O acts as the real catalyst.…”
Section: Introductionmentioning
confidence: 92%
“…A myriad of X-ray structures of four-coordinated complex via anhydrous B(C 6 F 5 ) 3 were reported. 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 In contrast, there have been very limited reports involving X-ray structures of B(C 6 F 5 ) 3 ·H 2 O with other molecules, 38 , 39 , 40 resulting in difficulties understanding the difference between B(C 6 F 5 ) 3 ·H 2 O and other Brønsted acids. Herein, we wish to report an interesting X-ray crystal structure ( C1 ) of B(C 6 F 5 ) 3 ·H 2 O and 2-phenyl-3,4-dihydroisoquinolin-1( 2H )-one ( 1aa ), forming through intermolecular hydrogen bonds and π-π interactions.…”
Section: Introductionmentioning
confidence: 99%