Study on reactivity of organoplatinum complexes with electrophilic fluorinating reagents

سال انتشار: 1398
نوع سند: مقاله کنفرانسی
زبان: انگلیسی
مشاهده: 326

نسخه کامل این مقاله ارائه نشده است و در دسترس نمی باشد

استخراج به نرم افزارهای پژوهشی:

لینک ثابت به این مقاله:

شناسه ملی سند علمی:

IICC21_114

تاریخ نمایه سازی: 5 آذر 1398

چکیده مقاله:

In recent years, C-H functionalization and aryl-aryl coupling reactions have great interest and are a valuable tool in organic synthesis. Among the many catalytic systems, palladium as a super-efficient metal has been reported in numerous transformations. However, these chemical reactivities with other group 10 metals are so limited [1], although platinum (II) complexes have great potential for activation of various inactivated C-H bonds that is the first step for their functionalization process [2]. One of the most important reasons for ignoring the platinum (II) complexes in these transformations is the reluctance of them to further reductive elimination (Red.El.) reactions to extrude the functionalized groups. Thus, introducing new methodology for increasing reductive elimination tendency of platinum complexes could be appreciated. Herein, the reactivity of diarylplatinum (II) complexes with two user friendly electrophilic reagents, NFSI (N-Fluorobenzenesulfonimide) and Selectfluor (N-Chloromethyl-N′-fluorotriethylenediammonium bis (tetrafluoroborate)) was studied (Scheme. 1). The resulted fluoro-Pt (IV) complexes are in dilemma between Ar-Ar and Ar-F Red.El. Reaction; however, they choose Pt (II) complex formation pathway through aryl-aryl Red.El. reaction and release the biaryl product. All complexes were fully characterized by 1H and 19F-NMR spectroscopy. Single crystal of 2a was grown from a concentrated CH2Cl2 solution by slow diffusion of n-Hexane. Moreover, density functional calculations were performed with the program suite Gaussian03 using the B3LYP level of theory. The LANL2DZ basis set was chosen to describe Pt and the 6-31G (d) basis set was used for other atoms.

نویسندگان

Elin Sarkissian

Department of Chemistry, Shahid Beheshti University, Evin, Tehran, ۱۹۸۳۹-۶۹۴۱۱, Iran

Mohsen Golbon Haghighi

Department of Chemistry, Shahid Beheshti University, Evin, Tehran, ۱۹۸۳۹-۶۹۴۱۱, Iran