Synthesis 2019; 51(10): 2107-2115
DOI: 10.1055/s-0037-1612217
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© Georg Thieme Verlag Stuttgart · New York

Silanediol Anion Binding and Enantioselective Catalysis

Jonathan W. Attard
a  Worcester Polytechnic Institute, Department of Chemistry and Biochemistry, Worcester, MA 01609, USA   Email: aemattson@wpi.edu
,
Kohei Osawa
b  Yamagata University, Department of Biochemical Engineering, Graduate School of Science and Engineering, Yonezawa, Yamagata 992-8510, Japan
,
Yong Guan
a  Worcester Polytechnic Institute, Department of Chemistry and Biochemistry, Worcester, MA 01609, USA   Email: aemattson@wpi.edu
,
Jessica Hatt
a  Worcester Polytechnic Institute, Department of Chemistry and Biochemistry, Worcester, MA 01609, USA   Email: aemattson@wpi.edu
,
Shin-ichi Kondo
b  Yamagata University, Department of Biochemical Engineering, Graduate School of Science and Engineering, Yonezawa, Yamagata 992-8510, Japan
,
Anita Mattson*
a  Worcester Polytechnic Institute, Department of Chemistry and Biochemistry, Worcester, MA 01609, USA   Email: aemattson@wpi.edu
› Author Affiliations
The National Science Foundation (1362030), the National Institutes of Health (1R35GM12480401), and Worcester Polytechnic Institute (WPI) are gratefully acknowledged for providing support for our studies. K.O. was supported by a fellowship from Yamagata University to study in the Mattson laboratory to complete these investigations. J.W.A. was supported by a WPI global scholars fellowship to complete investigations in the Kondo laboratory. J.H. is grateful for a WPI Summer Undergraduate Research Fellowship that supported her contribution to this project.
Further Information

Publication History

Received: 11 January 2019

Accepted after revision: 14 January 2019

Publication Date:
12 March 2019 (online)


Abstract

Silanediols possess unique and complementary catalytic activity in reactions that are likely to proceed through anion binding. This article directly compares silanediols, thioureas, and squaramides in three separate anion-binding processes. The catalytic abilities of select members of each family are directly correlated to association constants.

Supporting Information

 
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