Synthesis and Structural Study of Novel Selenation Derivatives of N, N‐Dialkylcyanamides

Abstract

The reaction of 2,4‐bis(phenyl)‐1,3‐diselenadiphosphetane‐2,4‐diselenide {[PhP(Se)(μ‐Se)]2, Woollins’ reagent, WR} with N, N‐dialkylcyanamides 1–3 in refluxing toluene solution led to the corresponding [2+3] cycloaddition products 4‐dialkylamino‐2,5‐diphenyl‐1,3,2,5‐selenazadiphosphole 2,5‐diselenides 4–6 in good yields, the latter were further treated with water resulting in the corresponding hydrolysis derivatives dialkyl‐selenoureas 7–9, and phosphinodiselenoates 10 and 11. Selenourea 7 could be transferred into 1,3‐selenazol‐2‐amines 12–15 in excellent yields by further cyclization with four different α‐haloketones. All new compounds have been characterized by IR spectroscopy, multi‐NMR (1H, 13C, 31P, 77Se) spectroscopy and accurate mass measurement. The single crystal X‐ray structural features of nine new compounds are also discussed.

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

“…The selenium atom in 82 [74] forms part of a four-membered ring and the molecules assemble into a zig-zag chain via Se … O(sulphoxide) contacts, Fig. 9 f. The chains in 83 [145] are sustained by Se … O(methoxy) interactions, and in 84 [146] , 85 [101] , 86 [147] and 87 [148] by Se … O(carbonyl) interactions. Compound 85 , Fig.…”