Sustainable Nanoporous Benzoxazole Networks as Metal-Free Catalysts for One-Pot Oxidative Self-Coupling of Amines by Air Oxygen

Saravanan Subramanian, Hasmukh A. Patel, Youngdong Song, Cafer T. Yavuz

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

The development of sustainable organocatalysts with porosity, high stability, and excellent catalytic activity offers a clean and green alternative to precious metal catalysts. Here, an efficient, nanoporous, heterogeneous benzoxazole catalyst is reported for aerobic oxidative coupling of amines. A molecular design strategy is presented to functionalize primary amines to produce valuable products under one-pot, open-air reaction conditions. Unprecedented and previously unknown, the stable imine intermediate catalyzes its own formation, also known as autocatalysis, enabling a direct and favorable access to amino acids, even if the catalysts are absent. The biomimetic benzoxazole catalysts developed here provide quantitative catalytic activity over 50 cycles with favorable kinetics with no degradation. This work also marks the first use of benzoxazoles for oxidative catalytic reactions.
Original languageEnglish (US)
JournalAdvanced Sustainable Systems
Volume1
Issue number10
DOIs
StatePublished - Oct 1 2017
Externally publishedYes

Fingerprint Dive into the research topics of 'Sustainable Nanoporous Benzoxazole Networks as Metal-Free Catalysts for One-Pot Oxidative Self-Coupling of Amines by Air Oxygen'. Together they form a unique fingerprint.

Cite this