0000000000363262
AUTHOR
Laura M. E. Wilson
Iodination of antipyrine with [N–I–N]+ and carbonyl hypoiodite iodine(i) complexes
A series of iodine(I) complexes, both known and new, were synthesised and the dependence of iodination reactivity on the identity of the Lewis bases and anions present was investigated. Using a previously established screening protocol based on the iodination of antipyrine to iodo-antipyrine, the capability of the iodine(I) species to perform the iodination was tested and compared, especially in relation to Barluenga's reagent, [I(pyridine)2]BF4. The results indicated that the identity of both the Lewis bases and the anion influence the iodination capability of the iodine(I) species, and that the less efficient reagents can deliver favourably comparable percentage conversions with longer re…
Carbonyl hypoiodites from pivalic and trimesic acid and their silver(I) intermediates
The first tris(O–I–N) carbonyl hypoiodites have been synthesised based on trimesic acid and pyridine or 4-methylpyridine, with their structures definitively confirmed by single crystal X-ray diffraction (SCXRD). The more soluble carbonyl hypoiodites based on pivalic acid have also been studied via NMR, SCXRD, and computational analyses, enabling the study of the direct silver(I) precursor and intermediates of the resulting carbonyl hypoiodites generated using a range of substituted pyridines. peerReviewed