title: Rigid Single Carbon-Carbon Bond That Does Not Rotate in Water.
abstract: Carbon-carbon bond is one of the most ubiquitous molecular building blocks for natural and man-made materials. Rotational isomerization is fundamentally important for understanding the structure and reactivity of chemical and biological molecules. Reported herein is the first demonstration that a single C-C bond does not rotate in water. The two distal C-S bonds in both 1,2-ethanedithiolate ((-)S-CH2-CH2-S(-), 1,2-EDT(2-)) and 2,3-butanedithiolate (2,3-BuDT(2-)) are exclusively in the trans conformer with reference to their respective center single C-C bond. In contrast, both trans and gauche conformers are observed in neutral 1,2-ethanedithiol (1,2-EDT) and 2, 3-butanedithiol (2,3-BuDT). The insight from this work should be important for understanding the charge effect on the molecular conformation in aqueous solutions.
authors.affiliation: Department of Chemistry, Mississippi State University , Mississippi State, Mississippi 39762, United States.
authors.forename: Manuel
authors.initials: M
authors.lastname: Gadogbe
authors.affiliation: Department of Chemistry, University of Central Florida , Orlando, Florida 32816, United States.
authors.forename: Yadong
authors.initials: Y
authors.lastname: Zhou
authors.affiliation: Department of Chemistry, University of Central Florida , Orlando, Florida 32816, United States.
authors.forename: Shengli
authors.initials: S
authors.lastname: Zou
authors.affiliation: Department of Chemistry, Mississippi State University , Mississippi State, Mississippi 39762, United States.
authors.forename: Dongmao
authors.initials: D
authors.lastname: Zhang