A New Selena‐Aza‐Payne‐Type Rearrangement of Aziridinylmethyl Tosylates Mediated by Tetraselenotungstate

Abstract

Tetraselenotungstate 1 reacts with simple (N-tosylaziridinyl)-methyl tosylate derivatives to give allylamine derivatives as the only products by an unprecedented selena-aza-Paynetype rearrangement. When the methodology is extended to disubstituted (N-tosylaziridinyl)methyl tosylates, regio-and stereospecific ring-opening of the aziridines occurs to afford

Zero-, one-, two- and three-dimensional supramolecular architectures sustained by Se…O chalcogen bonding: A crystallographic survey

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Fig. 12 Chemical diagrams for the interacting species, 127 – 159 [80] , [95] , [152] , [159] , [180] , [181] , [182] , [183] , [184] , [185] , [186] , [187] , [188] , [189] , [190] , [191] , [192] , [193] , [194] , [195] , [196] , [197] , [198] , [199] , [200] , [201] , [202] , [203] , [204] , [205] , in multi-nuclear selenium(II) crystals featuring Se … O contacts leading to supramolecular one-dimensional chains.

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“…13 a, an example whereby the selenium atom is not embedded within a ring and where only one of the selenium atoms is engaged in a Se … O contact; in this case the donor is a carbonyl-oxygen atom. When embedded within a five-membered ring, the selenium atoms can be next to each other as in 128 [181] and 129 [182] , Fig. 13 b, or in a six-membered ring, i.e.…”

Ring opening reactions of heterocycles with selenium and tellurium nucleophiles

“…Please do not adjust margins Please do not adjust margins tosylaziridinyl)methyl tosylates 67 with tetraethylammonium tetraselenotungstate 62. 61b, 63 The reaction proceeds via the formation of a selenirane intermediate which undergoes selenium elimination, leading to the formation of allyl amine derivatives 68 with good regio-and stereo-selectivity. Intriguingly, for most of the substrates employed in the study, the first step of the proposed mechanism is represented by the regioselective nucleophilic attack of the selenotungstate onto the aziridine.…”

Non-equimolar discrete compounds in binary chiral systems of organic substances

“…For this reason, the detection of such compounds can be considered completely valid only for 12 (ref. 29,[40][41][42][43][44][45][46][47][48][49][50] of the systems shown in Table 2. Among them, 1 : 2 and 1 : 3 compounds are reported for eight and three cases, respectively; for one system, a 1 : 5 compound is described.…”