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Synthesis of new phosphorus ylides: Spectroscopic and X-ray structural studies

✍ Scribed by Seyyed Javad Sabounchei; Parisa Shahriary; Zabiholla Bolboli Nojini; Hamid Reza Khavasi; Cengiz Arici; Hakan Dal

Publisher: John Wiley and Sons
Year: 2010
Tongue: English
Weight: 488 KB
Volume: 21
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20633

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✦ Synopsis

Ar = p-tolyl or phenyl), have been C-acylated by acetic anhydride to obtain new types of phosphorus ylides. Synthesis and characterization of six phosphorus ylides of the type Ar 3 PC(COCH 3 )(COR) are reported. The reaction of {(p-tolyl)

and {Ph 3 PCHCOOCH 2 C 6 H 5 } (VI) with acetic anhydride in dry chloroform as solvent gives (ptolyl) 3 5), and {Ph 3 PC(COMe)(COOCH 2 C 6 H 5 )} ( 6). Single crystal X-ray analyses for ylides 2, 5, and 6 reveal the monoclinic (2, 5) and triclinic (6) crystal systems. Characterization of the obtained compounds was also performed by elemental analysis, IR, 1 H, 31 P, and 13 C NMR. The geometries of these compounds have been investigated using density functional theory (DFT).

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