Reactions of acyl chlorides with LiAlHSeH. Preparation of diacyl selenides, diacyl diselenides, selenocarboxylates and cyclic selenoanhydrides

Advances in Proline Ligation

“…This intermediate displayed the key diagnostic 13 C resonance of ~200 ppm for a selenocarboxylate. xxiv Removal of the benzoate and saponification of the methyl ester occurred in concert to provide, upon aqueous work-up, N-Boc selenoproline dimer 36 , in 79% yield. Finally, cleavage of the Boc group under acidic conditions afforded “oxidatively dimerized” 37 , in near quantitative yield.…”

Identifying reactive organo-selenium precursors in the synthesis of CdSe nanoplatelets

“…To investigate the utility of bis(acyl) selenides as precursors, we adapted a known synthesis 24,25 (Scheme 1) to obtain multiple grams of bis(acyl) selenides from a one-pot reaction. First, lithium aluminum hydride is reacted at À10 1C with elemental Se in tetrahydrofuran (THF) to form LiAlHSeH, a greyish solid.…”

Preparation and characterization of symmetrical bis[4-chloro-2-pyrimidyl] dichalcogenide (S, Se, Te) and unsymmetrical 4-chloro-2-(arylchalcogenyl) pyrimidine: X-ray crystal structure of 4-chloro-2-(phenylselanyl) pyrimidine and 2-(p-tolylselanyl)-4-chloropyrimidine

“…Alkali metal chalcogenides/dichalcogenides can be prepared in situ by reducing elemental chalcogens by a variety of reducing agents viz. LiAlH 4 [17], R 4 N þ BH 4 À [18], LiEt 3 BH [19], HOCH 2 SO 2 Na [20], and Na/ NH 3 [21]. In literature use of some metals like indium [22], lanthanum [23], samarium [24] and their salts [25] have also been reported to cleave chalcogenechalcogen bond.…”