The ULTIMATE Reagent: A Universal Photocleavable and Clickable Reagent for the Regiospecific and Reversible End Labeling of Any Nucleic Acid
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2-Iodosylbenzoic acid in the presence of trifluoromethanesulfonic anhydride is an efficient oxidant and electrophilic reagent useful for preparation of the corresponding alkenyl and aryliodonium salts. Compared to the previously reported methods of electrophilic activation of 2-iodosylbenzoic acid, this procedure is compatible with acid-sensitive functional groups, requires mild reaction conditions, and affords products in higher yields.more » « less
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Targeted as an example of a compound composed of a carbon atom together with two stable neutral leaving groups, 7-isocyano-7-azadibenzonorbornadiene, CN 2 A ( 1 , A = C 14 H 10 or anthracene) has been synthesized and spectroscopically and structurally characterized. The terminal C atom of 1 can be transferred: mesityl nitrile oxide reacts with 1 to produce carbon monoxide, likely via intermediacy of the N -isocyanate OCN 2 A . Reaction of 1 with [RuCl 2 (CO)(PCy 3 ) 2 ] leads to [RuCl 2 (CO)( 1 )(PCy 3 ) 2 ] which decomposes unselectively: in the product mixture, the carbide complex [RuCl 2 (C)(PCy 3 ) 2 ] was detected. Upon heating in the solid state or in solution, 1 decomposes to A , N 2 and cyanogen (C 2 N 2 ) as substantiated using molecular beam mass spectrometry, IR and NMR spectroscopy techniques.more » « less
