Transannular bond formation between the amino and the sulfonio groups in 6,7-dihydro-6-methyl-5H-dibenzo[b,g][1,5]thiazocinium salts. The first example of a sulfurane with an apical alkyl group was written by Akiba, Kinya;Takee, Kohichi;Shimizu, Yasuko;Ohkata, Katsuo. And the article was included in Journal of the American Chemical Society in 1986.Synthetic Route of C8H11N This article mentions the following:
A series of S-substituted N-methyl-6,7-dihydro-5H-dibenzo[b,g](1,5)thiazocinium salts I (X = Me, Et, MeO, EtO; Y = PF6, SbCl6) was prepared from the S-chloro derivative I (X = Cl), which was obtained from the corresponding sulfoxide and SOCl2. An excellent linear relationship was observed between the 1H and the 13C NMR chem. shifts of the N-Me group and Hammett’s σm substituent constants at the sulfur. The structures of I were shown to be ammoniosulfuranes with a distorted trigonal-bipyramidal geometry around the sulfur atom. The nitrogen atom lies well within the sum of the van der Waals radii of N and S, and the N–S distance (2.10-2.50 Å) shortens according to the increase of electron-withdrawing character of the substituent on the sulfur atom. Addnl. evidence for I (X = Me, Y = PF6) came from the low reactivity (1/1300) of transmethylation to pyridine compared with its related Ph2S+MeBF4–. In connection with transmethylation of S-adenosylmethionine, intramol. interaction between the amino and sulfonio groups are discussed for some methylsulfonium salts in which the nitrogen base (amino or pyridyl group) is substituted at the side chain. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Synthetic Route of C8H11N).
2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Synthetic Route of C8H11N