The reaction of TiCl4 with different isocyanides did not lead to any insertion of the isocyanide functionality into the Ti-Cl bond but to simple adducts such as {[TiCl3(2,6-Me2C6H3NC)]2(μ2-Cl)2}, [(TiCl4)2(μ2-O=P-(OEt2CH2NC)2], and [(TiCl4)2(μ2-O=C(OEt)CH2NC)2]. This ruled out any organometallic pathway in the Passerini reaction assisted by TiCl4. The present mechanism is proposed on the basis of the isolation and structural characterization of the key intermediate derived from the reaction of PhCOCH3 and CNCH2COOEt assisted by TiCl4.
Nonorganometallic Pathway of the Passerini Reaction Assisted by TiCl4 / T., Carofilglio; C., Floriani; A., Chiesi Villa; Rizzoli, Corrado. - In: ORGANOMETALLICS. - ISSN 0276-7333. - 10:(1991), pp. 1659-1660. [10.1021/om00052a007]
Nonorganometallic Pathway of the Passerini Reaction Assisted by TiCl4
RIZZOLI, Corrado
1991-01-01
Abstract
The reaction of TiCl4 with different isocyanides did not lead to any insertion of the isocyanide functionality into the Ti-Cl bond but to simple adducts such as {[TiCl3(2,6-Me2C6H3NC)]2(μ2-Cl)2}, [(TiCl4)2(μ2-O=P-(OEt2CH2NC)2], and [(TiCl4)2(μ2-O=C(OEt)CH2NC)2]. This ruled out any organometallic pathway in the Passerini reaction assisted by TiCl4. The present mechanism is proposed on the basis of the isolation and structural characterization of the key intermediate derived from the reaction of PhCOCH3 and CNCH2COOEt assisted by TiCl4.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.