In:
European Journal of Organic Chemistry, Wiley, Vol. 2013, No. 16 ( 2013-06), p. 3356-3368
Abstract:
Hydroalumination of cyanamides 1 with di(isobutyl)aluminium hydride affords intermediate compounds 3 , which have dimeric structures in the solid state with four‐membered Al 2 N 2 heterocycles and exocyclic N=C double bonds. The reactions of 3 with acyl chlorides yield N ′, N ′‐disubstituted N ‐acylformamidines 5 , whereas reaction with sulfonyl chlorides give the corresponding N ‐sulfonylformamidines 7 . In contrast, carbodiimides 8 react with dialkylaluminium hydrides R 2 AlH (R = t Bu, i Bu) to give compounds 9 in which one C=N bond of the carbodiimide is reduced to form an amidinate ligand and a second molecule of the hydride is coordinated through an Al–N and an Al–H–Al bond. Treatment of 9 with acyl chlorides yields N , N ′‐disubstituted N ‐acylformamidines 10 , whereas reaction with sulfonyl chlorides gives the corresponding N ‐sulfonylformamidines 11 .
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2013.16
DOI:
10.1002/ejoc.201300208
Language:
English
Publisher:
Wiley
Publication Date:
2013
detail.hit.zdb_id:
1475010-7
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