The Stille coupling reaction is another metal-catalyzed reaction that is a great way to form carbon-carbon bonds. What makes the Stille coupling unique is that it is a carbonylative reaction, meaning CO is inserted into the compound to make a carbonyl group. The mechanism involves oxidative addition, coordination, insertion, transmetallation, and reductive elimination. Suggest a mechanism for the following Stille coupling. OTf Me Si SnBu3 cat. Pd(PH3)4 LICI, 1.1 atm CO C12H20OSI

The Stille coupling reaction is another metal-catalyzed reaction that is a great way to form carbon-carbon bonds. What makes the Stille coupling unique is that it is a carbonylative reaction, meaning CO is inserted into the compound to make a carbonyl group. The mechanism involves oxidative addition, coordination, insertion, transmetallation, and reductive elimination. Suggest a mechanism for the following Stille coupling. OTf Me Si SnBu3 cat. Pd(PH3)4 LICI, 1.1 atm CO C12H20OSI

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Do you agree or disagree with this proposed mechanism? Explain.
write the complete reaction mechanism for the formation of compound B and compound C in this reaction
When hepta-4-one was treated with Pd/C in the presence of H2, hepta-4-ol was obtained. Explain the reaction mechanism of this reaction with figures and sentences. H₂ Pd/C C3H7 OH I CH C3H7
4. What is the molar concentration of gold ion, Au*(aq), in a 1.00 M solution of Au(CN)₂ with no excess cyanide, CN- (aq)? (K₁ = 2.0 × 10³8 for Au(CN)₂)
The reaction between isocyanide 1 and ketone 2 occurs only after a base (t-BuOK) is added to a solution of the reactants in ethanol and CH2Cl2. The final product is nitrile 4, which is believed to arise from ethanolysis of intermediate 3 under the reaction conditions. Draw a plausible reaction mechanism to describe the formation of 4 from 1 and 2. Draw all intermediates and show all electron-pushing. You are not expected to know if your proposed mechanism is the actual mechanism supported by experimental evidence, but it must be reasonable, and the electron pushing should be correct. Hint: start by deprotonating 1 and forming the first bond, then label and map the atoms onto the intermediate. Ts Ts = ONS=O N=C= t-BuO K H -- EtOH, CH2Cl2 2 3 NEC
Subject-advance chemistry
Provide the mechanism of the reaction between the molecules above under acidic conditions as well as the structure of the product. Assume a large excess of the first molecule (one on top) If 2.08 g of the molecule on the bottom are used, what is the minimummass of the molecule on top that is needed to make the productthat you drew in question 3 above?
An organic chemistry experiment involves a nucleophilic substitution (SN2) reaction using 1-iodobutane and 2-naphthoxide ion. The 2-naphthoxide ion is generated from 2-naphthol and sodium hydroxide in an ethanol solvent. The experiment includes steps like generating the nucleophile, conducting the SN2 reaction, and analyzing the product using 1H NMR spectroscopy. Question: On the 1H NMR spectra (attached), draw the structure of the product and assign the peaks. Label the unique protons with different letters and write those same letters by the peaks in the NMR spectrum.
Please explain the mechanism and if this will work better on a small scale (lab) or on a large scale (chemical plant)