Molecular structure and theoretical studies of new stable phosphorus ylides derived from trialkyl phosphites

✍ Scribed by Mohsen Rostamizadeh; Malek Taher Maghsoodlou; Sayyed Mostafa Habibi-Khorassani; Nourallah Hazeri; Seyed Sajad Sajadikhah; Faramarz Rostami Charati; Mohammad Amin Kazemian; Brian W. Skelton; Mohamed Makha

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 294 KB
• Volume: 22
• Category: Article
• ISSN: 1042-7163
• DOI: 10.1002/hc.20653

✦ Synopsis

Abstract

The reaction between dialkyl acetylenedicarboxylates and NH heterocyclic compounds in the presence of trialkyl phosphite leads to stable phosphorus ylide derivatives in good yields. The x‐ray crystallographic data and theoretical study show that there is a resonance between two bonds of C~9~P~1~ and C~91~__O__~91~ in phosphorous ylide 4c. This compound crystallizes in the triclinic system, space group ($P\bar{1}$), with the following unit cell parameters: a = 8.7522(3)Å, b = 8.8513(5)Å, c = 18.3469(5)Å, α = 99.1220(10)°, β = 90.954(2)°, γ = 118.792(2)°, Z = 2, and V = 1222.72(9)Å^3^. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 22:36–43, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20653