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Abstract We report examples of C(sp 2 )−N, C(sp 2 )−S, and C(sp 2 )−P bond‐forming transformations in water microdroplets at room temperature and atmospheric pressure using N 2 as a nebulizing gas. When an aqueous solution of vinylic acid and amine is electrosprayed (+3 kV), the corresponding C(sp 2 )−N product is formed in a single step, which was characterized using mass spectrometry (MS) and tandem mass spectrometry (MS 2 ). The scope of this reaction was extended to other amines and other unsaturated acids, including acrylic (CH 2 =CHCOOH) and crotonic (CH 3 CH=CHCOOH) acids. We also found that thiols and phosphines are viable nucleophiles, and the corresponding C(sp 2 )−S and C(sp 2 )−P products are observed in positive ion mode using MS and MS 2 .
Meng et al. (Wed,) studied this question.
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