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. 2018 Jun 5;14:1317–1348. doi: 10.3762/bjoc.14.113

Table 2.

Bimolecular rate constants (k, L·mol–1·s–1) measured for the reaction of 4-methyl-3-phenylsydnone and various acetylenes in p-cymene at 140 °C [54].

dipolarophile
(disubstituted alkyne)
105k
(L·mol−1·s−1)
dipolarophile
(monosubstituted alkyne)
105k
(L·mol−1·s−1)

MeOOC–C≡C–COOMe 2 580 H–C≡C–COOMe 823
Ph–C≡C–COPh 135 H–C≡C–CH(OPr)2 39
Ph–C≡C–COOEt 99 H–C≡C–Ph 18
Ph–C≡C–Ph 3.0a H–C≡C–(CH2)11CH3 6.0
Ph–C≡C–Me 1.9

aIn decaline.