Abstract
| Original language | English |
|---|---|
| Pages (from-to) | 4156-4162 |
| Number of pages | 7 |
| Journal | Organic and Biomolecular Chemistry |
| Volume | 12 |
| Issue number | 24 |
| DOIs | |
| Publication status | Published - 6 May 2014 |
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Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group. / Hamnett, David J.; Moran, Wesley J.
In: Organic and Biomolecular Chemistry, Vol. 12, No. 24, 06.05.2014, p. 4156-4162.Research output: Contribution to journal › Article
TY - JOUR
T1 - Improving alkynyl(aryl)iodonium salts: 2-anisyl as a superior aryl group
AU - Hamnett, David J.
AU - Moran, Wesley J.
PY - 2014/5/6
Y1 - 2014/5/6
N2 - The majority of alkynyl(aryl)iodonium salts reported in the literature are derived from iodobenzene. This article describes the effects of varying this iodoarene building block on the synthesis, reactivity and stability of these salts. Two procedures to synthesize a variety of known and novel alkynyl(aryl)iodonium tosylates directly from the iodoarene are reported. In the reactions of these salts, those derived from 2-iodoanisole gave superior results than the others tested in every reaction. Isothermal microcalorimetry indicated that these novel salts were significantly more stable and less prone to decomposition than all of the other derivatives.
AB - The majority of alkynyl(aryl)iodonium salts reported in the literature are derived from iodobenzene. This article describes the effects of varying this iodoarene building block on the synthesis, reactivity and stability of these salts. Two procedures to synthesize a variety of known and novel alkynyl(aryl)iodonium tosylates directly from the iodoarene are reported. In the reactions of these salts, those derived from 2-iodoanisole gave superior results than the others tested in every reaction. Isothermal microcalorimetry indicated that these novel salts were significantly more stable and less prone to decomposition than all of the other derivatives.
KW - Sulfur compounds
KW - Synthesis (chemical)
KW - Alkynyls
KW - Aryl group
KW - Building blockes
KW - Iodobenzene
KW - Iodonium
KW - Iodonium salts
KW - Isothermal microcalorimetry
KW - Salts
U2 - 10.1039/c4ob00556b
DO - 10.1039/c4ob00556b
M3 - Article
VL - 12
SP - 4156
EP - 4162
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
SN - 1477-0520
IS - 24
ER -