A substituent-tolerant synthetic approach to N/P-" loaded" heteroarenes

作者:Polezhaev Alexander V; Beagan Daniel M; Cabelof Alyssa C; Chen Chun Hsing; Caulton Kenneth G*
来源:Dalton Transactions, 2018, 47(17): 5938-5942.
DOI:10.1039/c8dt00533h

摘要

Tetrazines react with OCP-1 through a reverse electron demand Diels-Alder process to produce 3,6-disubstituted-1,2,4-diazaphosphinin-5-olates. DFT calculations reveal that both Diels-Alder and subsequent aromatization barriers are low for both EWG and ED tetrazine substituents. The structure of the solid sodium salt shows the interaction of Na+ with aryloxide and also both nitrogens of a neighboring anion, leading to coordination polymer character. 1,2,4-Diazaphosphinin-5-olates react as nucleophiles towards MeI and R3SiCl, respectively, and were installed on the (Ph3P)(2)Ru(CO) H fragment to investigate their properties as ligands.

  • 出版日期2018-5-7