Trip₂C₆H₃SeF: The First Isolated Selenenyl Fluoride

Abstract

Joining the stable: The first examples of the highly instable selenenyl fluorides RSeF are prepared from the reaction on the tin selenide RSeSnMe(3) with XeF(2). Through the use of extremely large protecting groups (m-terphenyl ligands) which stabilizes the RSeF units against disproportionation, the compounds could be isolated and characterized by NMR spectroscopy and single-crystal structure analysis (see structure).

Crystal structure 2,2’-diselanediyldibenzoic acid— dimethylformamide (1/2), C18H22N4O6Se2

“…The dihedral angle of Se1A-Se1-C5-N1 and Se1A-Se1-C5-C4 are 1.69°and -177.76°, respectively. The Se-Se single bond distance is 2.383 Å, a value which is in good agreement with those reported in the literature [5][6][7], and shorter than of compounds: [C 13 H 11 NSe 2 ] (2.533 Å) [2] and [(pyridine) 8 Yb 4 (SeSe) 2 (Se) 2 (m 2 -SPh) 2 (SPh) 2 (2.598 Å)] [8]. The bond length of Se-C is 1.921 Å, similar to that found in [C 13 H 11 NSe 2 ] (1.937 Å) [2].…”

Oxidative Addition of Diethylchalcogenanes to Lappert's Germylene and Stannylene

“…These values are slightly shorter than the calculated Sn– E single bond lengths ( E = S 2.43 Å; Se 2.56 Å; Te 2.76 Å),16 but agree very well with the experimental values (CSD) for Sn–S and Sn–Se single bonds 23. Structurally characterized compounds containing terminal Sn–Te single bond such as 2,6‐Mes 2 –C 6 H 3 TeSnMe 3 [2.7484(4) Å],24 2,6‐(Me 2 N) 2 ‐C 6 H 3 Sn(TePh) 2 [av. 2.7425(5) Å],10a also show comparable Sn–Te bond lengths.…”

Seleniranium and Telluriranium Salts

“…[26] Developing efficient synthetic routes for seleniranium and telluriranium salts as isolablea nd stable compoundsw as the aim of this study.T hiss hould be possible by stericp rotection of theset hree-membered rings, ap rocedure that has been successfully been used by us for the synthesis of selenirenium and tellurirenium salts [4,8] as well as for organoseleniumm ono-fluoridesA rSeF. [27] The extremelyb ulky olefin bis(adamantlyidene)A d =Ad (1)s eemed appropriate for this procedure, whichh as already been used for the preparationo ft hiiranium, [1c,e, 3d] chloriranium, [28] bromiranium, [3d, 29] and iodiranium salts. [29b] We did not use synthetic routes such as R 2 Se 2 /Br 2 / AgSbF 6 /olefin [17b, 18-23] or RCH(SeR')CHClR/AgSbF 6 , [7] to avoid separation of the byproduct AgCl or AgBr by filtration.O nly Ag-free reagents were used.N itrosyl salts such as NO + TfO À , NO + SbF 6 À and NO + SbCl 6 À ,w hich are only weakly soluble in nonpolars olvents such as CH 2 Cl 2 ,a lso showed little promise in the oxidation of diselenides.…”