Synthesis and Properties of the Perfluoroethyl Martin Silicate: Reactivity in Solution and Solid-State Mechanochemistry

被引：1

作者：

Millanvois, Alexandre ^{[1
,2
]}

Tan, Choon-Hong ^{[2
]}

Ollivier, Cyril ^{[1
]}

Fensterbank, Louis ^{[1
]}

机构：

[1] Sorbonne Univ, Inst Parisien Chim Mol, CNRS, 4 Pl Jussieu, CC 229, F-75252 Paris 05, France

[2] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, 21 Nanyang Link, Singapore 637371, Singapore

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 26卷 / 18期

关键词：

martin spirosilane; mechanochemistry; pentafluoroethyl anion; silicon; solid-state; PENTAFLUOROETHYLATION;

D O I：

10.1002/ejoc.202300223

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We herein report the first synthesis of a Martin silicate bearing a pentafluoroethyl chain. The full characterisation of this new pentacoordinated silicon species is detailed. Insights on its electronic properties based on structural, physicochemical and computational data are provided. A comparative study of reactivity in solution and in solid state by mechanochemistry has been performed in order to assess the ability of this bench-stable salt to act as a safe C2F5-alkylation reagent in a nucleophilic or radical manner.

引用

页数：7

共 50 条

[1] Cleaner, faster and more efficient synthesis using solid-state chemistry and mechanochemistry
Friscic, Tomislav
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[2] Synthesis, solid-state structure and reactivity of [PhTtPh]Cu
Ohrenberg, C
Riordan, CG
Liable-Sands, L
Rheingold, AL
COORDINATION CHEMISTRY REVIEWS, 1998, 174 : 301 - 311
[3] DIIODOPHOSPHORANES - SYNTHESIS AND STRUCTURE IN THE SOLID-STATE AND IN SOLUTION
BRICKLEBANK, N
GODFREY, SM
MACKIE, AG
MCAULIFFE, CA
PRITCHARD, RG
KOBRYN, PJ
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1993, (01): : 101 - 103
[4] Stability, reactivity, solution, and solid-state structure of halomethylzinc alkoxides
Charette, AB
Molinaro, C
Brochu, C
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (49) : 12160 - 12167
[5] Stability, reactivity, solution, and solid-state structure of halomethylzinc alkoxides
Charette, A.B.
Molinaro, C.
Brochu, C.
1600, American Chemical Society (123):
[6] Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of Chalcogenidoplumbates(II or IV)
Thiele, Guenther
Donsbach, Carsten
Nussbruch, Isabell
Dehnen, Stefanie
JOVE-JOURNAL OF VISUALIZED EXPERIMENTS, 2016, (118):
[7] SOLID-STATE REACTIVITY OF TRIACETYLENES
ENKELMANN, V
CHEMISTRY OF MATERIALS, 1994, 6 (08) : 1337 - 1340
[8] SOLID-STATE CHEMISTRY OF TRICALCIUM SILICATE
SINGH, NB
JOURNAL OF SCIENTIFIC & INDUSTRIAL RESEARCH, 1976, 35 (02): : 75 - 87
[9] Solid-state reactivity of nanoparticulate ZnO in templated ZIF synthesis
Brekalo, Ivana
Kane, Christopher
Ramirez, Joseph
Holman, Kevin
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
[10] STIBATHIOLANES - SYNTHESIS, SOLID-STATE STRUCTURE, AND SOLUTION BEHAVIOR
FISHER, RA
NIELSEN, RB
DAVIS, WM
BUCHWALD, SL
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (01) : 165 - 171

← 1 2 3 4 5 →