Preparation and properties of phosphaethynes bearing bulky aryl groups with electron-donating substituents at the para position

Kozo Toyota; Subaru Kawasaki; Masaaki Yoshifuji

doi:10.1021/jo049571q

Preparation and properties of phosphaethynes bearing bulky aryl groups with electron-donating substituents at the para position

J Org Chem. 2004 Jul 23;69(15):5065-70. doi: 10.1021/jo049571q.

Authors

Kozo Toyota¹, Subaru Kawasaki, Masaaki Yoshifuji

Affiliation

¹ Department of Chemistry, Graduate School of Science, Tohoku University, Aoba, Sendai 980-8578, Japan.

PMID: 15255737
DOI: 10.1021/jo049571q

Abstract

Phosphaethynes bearing a 2,6-di-tert-butyl-4-(dimethylamino)phenyl, 2,6-di-tert-butyl-4-methoxyphenyl, or 2,6-di-tert-butylphenyl group were prepared. A (31)P NMR spectroscopic investigation of the chemical shifts indicated that electron-donating groups at the para position cause shifts to a higher field. Bathochromic shifts caused by the electron-donating groups were apparently observed in UV-vis spectra. The structure of 2-[2,6-di-tert-butyl-4-(dimethylamino)phenyl]-1-phosphaethyne was analyzed by X-ray crystallography.