Semnan University Press Applied Chemistry Today 2981-2437 18 66 2023 03 21 Synthesis, characterization and X-ray crystallography study of stable ylide of di-tert-butyl-2-(2-indolinon-1-yl)-3-(trimethoxyphosphorane ylidene) butanedioate Synthesis, characterization and X-ray crystallography study of stable ylide of di-tert-butyl-2-(2-indolinon-1-yl)-3-(trimethoxyphosphorane ylidene) butanedioate 147 158 7560 10.22075/chem.2022.24342.2008 FA Seyed Sajad Sajadikhah Department of Chemistry, Payame Noor University, P.O. Box 19395-4697 Tehran, Iran Ghobad Mansouri Department of Chemistry, Payame Noor University, P.O. Box 19395-4697 Tehran, Iran Faramarz Rostami-Charati Research Center for Conservation of Culture Relicst (RCCCR), Research Institute of Cultural Heritage & Tourism, Tehran, Iran Mohamed Makha School of Biomedical, Biomolecular and Chemical Sciences, M310, University of Western Australia, Perth, WA 6009, Australia Massoud Ghobadi Ilam Petrochemical, Company (ILPC), P.O. BOX 6931994749 ,Ilam, Iran Journal Article 2021 09 01 Stable ylide of di-tert-butyl-2-(2-indolinon-1-yl)-3-(trimethoxyphosphorane ylidene) butanedioate was synthesized by means of catalyst-free reaction of trimethyl phosphite, di-tert-butylacetylene dicarboxylate and 2-indolinone in n-hexane/diethyl ether at ambient temperature. Obtained product was characterized by 1H, 13C, 31P NMR, FT-IR and mass spectroscopy. The crystal structure of the stable ylide was determined by X-ray crystallography. The title compound crystallized in monoclinic, space group P21/c and cell parameters a=15.8079(7) Å, b= 18.7521(13) Å, c =17.4987(10) Å, β= 95.504(6)° and Z=8. The X-ray study showed that adjacent carbonyl group (C291=O291, C191=O191) in the ylide moiety of compound had a resonance with bond of C=P. These results show clearly that environment of C(19, 29) is planar. Stable ylide of di-tert-butyl-2-(2-indolinon-1-yl)-3-(trimethoxyphosphorane ylidene) butanedioate was synthesized by means of catalyst-free reaction of trimethyl phosphite, di-tert-butylacetylene dicarboxylate and 2-indolinone in n-hexane/diethyl ether at ambient temperature. Obtained product was characterized by 1H, 13C, 31P NMR, FT-IR and mass spectroscopy. The crystal structure of the stable ylide was determined by X-ray crystallography. The title compound crystallized in monoclinic, space group P21/c and cell parameters a=15.8079(7) Å, b= 18.7521(13) Å, c =17.4987(10) Å, β= 95.504(6)° and Z=8. The X-ray study showed that adjacent carbonyl group (C291=O291, C191=O191) in the ylide moiety of compound had a resonance with bond of C=P. These results show clearly that environment of C(19, 29) is planar. https://chemistry.semnan.ac.ir/article_7560_653e72f8e0a79d2996b5637a951ca95b.pdf