Phenyl-l--butyne

This appears to be the first report of the addition of H2 to the silylformyla-tion reaction mixture. Good yields are obtained when Et3SiH or PhjSiH is used in the reaction of 1-hexyne or 4-phenyl-l-butyne. Although a variety of functionally substitued terminal alkynes have been studied, most lead only to the silylformylation product and do not appear to be affected by the presence of H2 in the system. Other rhodium catalysts investigated, such as [Rh(COD)(dppb)]+BPh4 and Rh6(CO)16, catalyze the silylformylation reaction even under H2 pressure and do not lead to any of the silylhydrofor-mylated products. 

Phenyl-l-butyne C6HsCH2-CH2C=CH 61.4 + 2 256.9 + 8.4 VLPP 1979KIN/NGU... 

Table 10. Polyraerization of 3-(Propargylojgf)-3-phenyl-l-butyne (POPE) by Various Transition Metal Catalysts ...

Draw the final product or products formed when 4-phenyl-l-butyne is treated with (a) 9-BBN (b) H2O2, NaOH. 

FIGURE 7.6 The encapsulation of the NHC-Au(I) catalyst within the hexamer of resorcin[4] arene drastically changes the product distrihution in the terminal alkyne hydration of 4-phenyl-l-butyne. (Adapted from Ref. [30].)... 

Alkylation and hydroxyalkylation of allenic sulfides, 46 -(22) 4-Phenyl-l-butyne, 48 - (23) l-Chloro-5-hexyne, 48 - 24) 3-Buty-noic acid, 49 - (2S) 2,3-Pentadienedioic acid, 50 - (2S) 2-riethyl-2,3--pentadienedioic acid, 51 - (37) 3-Trimethylsilyl-l-heptyne, 52 - 23) 3-Ethynyl-l-hexanol, 53 - (29) 3-Phenyl-3-trimethylsilyl-l-propyne,... 

Scheme 5 Proposed catalytic cycle for Mo-catalyzed intramolecular cyclization of 4-hydroxy-4-phenyl-l-butyne...

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