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-EDT2-) and 2,3-butanedithiolate (2,3-BuDT2-) 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.

Publication Date

3-17-2016

Publication Title

Journal of Physical Chemistry B

Volume

120

Issue

9

Number of Pages

2418-2422

Document Type

Article

Personal Identifier

scopus

DOI Link

https://doi.org/10.1021/acs.jpcb.5b12166

Socpus ID

84961158702 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/84961158702

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