Abstract
AbstractTwo series of aminophosphonium ylides with reactive alkoxychlorosilyl substituents (R2N)3P=CHSi(OR')2Cl (1‐8, R = Me, Et/R' = Me, Et, iPr, tBu) have been prepared by reaction of the aminophosphonium ylides (R2N)3P = CH2 with the corresponding dialkoxydichlorosilanes Cl2Si(OR')2. Substituent effects have been investigated by heteronuclear solution NMR studies of the nuclei 1H, 13C, 15N, 17O, 29Si, and 31P. These studies show an alternating shielding effect along the C–O–Si–C backbone. Further reactions of the chlorosilylated ylides with the aminomethylenephosphorane (Me2N)3P=CH2 lead to the formation of the bis‐ylidic compounds [(Me2N)3P=CH]2Si(OR')2 (9, 10), which are also available in one‐pot syntheses. The molecular structure of [(Me2N)3P=CH]2Si(OiPr)2 (9) has been confirmed by single‐crystal X‐ray diffraction. In the crystal the molecules have two ylidic carbon centers with planar configuration, which are bridged by a nearly tetrahedral silicon atom. Short P–C and Si–C distances indicate a stabilizing effect of the carbanionic centers.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.