Accession Number:

AD1100497

Title:

Synthesis and Kinetics of Disassembly for Silyl-Containing Ethoxycarbonyls Using Fluoride Ions

Descriptive Note:

Journal Article - Open Access

Corporate Author:

NAVAL RESEARCH LAB WASHINGTON DC WASHINGTON United States

Personal Author(s):

• Camerino,Eugene
• Daniels,Grant C
• Wynne,James H
• Lezzi,Erick B

Report Date:

2017-12-22

Pagination or Media Count:

5.0

Abstract:

In this study, a series of silyl-containing ethoxycarbonates and ethoxycarbamates on electron poor anilines and phenols were synthesized and their kinetics of disassembly determined in real-time upon exposure to fluoride ion sources at room temperature. The results provide a greater understanding of stability and kinetics for silyl-containing protecting groups that eliminate volatile molecules upon removal, which will allow for simplification of orthogonal protection in complex organic molecules.

Descriptors:

• chemical synthesis
• chemical kinetics
• fluorides
• ions
• carbamates
• carbonates
• anilines
• phenols
• acetonitrile
• solubility
• absorption
• absorption spectra

Subject Categories:

• Physical Chemistry
• Organic Chemistry
• Inorganic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE