Organic Chemistry

TS-Torquoselectivity from Global Conformational Profile

Authors

Abstract

From global conformational profile and differential activation energies of conrotatory outward and inward ring openings of all the conformers, it is shown that (a) 3-OMe-cyclobutene must open exclusively outward, and (b) conformers exist for 3-CHO-, 3-COMe-, and 3-NO-cyclobutenes that will open outwards as well. All the conformers of 3-OMe-, 3-CHO-, 3-COMe-, and 3-NO-cyclobutenes are, respectively, within 5.6, 3.2, 4.0 and 2.6 kcal/mol and, hence, abundantly available at room temperature for reaction.

Version notes

We have included the results of conformational analysis of 3-introso-cyclobutene and its effect on torquoselectivity and, hence, made corresponding changes in the structures scheme (new structure 4 added) and also included Figure 4.

Content

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