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Thiols added easily to acetylenic compounds in the presence of Et3B to give alkenyl sulfides in good yields. The reaction of acetylenes with 3-methyl-2-buten-1-thio1 gave dihydro-thiophene derivatives in one pot.

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Triphenylgermane easily adds to acetylenes or terminal olefins in the presence of Et3B to give alkenyltriphenylgermane or alkyltriphenylgermane respectively under excellent control of regio- and stereoselectivities. While Et3B catalyzed addition of Ph3GeH to 1-dodecyne at −78 °C affords (Z)-1-triphenygermyl-1-dodecene exclusively, the addition of Ph3GeH at 60 °C provides (E)-1-triphenylgermyl-1-dodecene as a single product. The triphenylgermyl radical is also effective to isomerize Z-olefins into their thermodynamically more stable E-isomers.

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