Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave
The translation of organometallic reactions into a microwave reactor has numerous advantages. Herein, we describe the application of a previously developed solid-supported Glaser-Hay reaction to microwave conditions. Overall, an array of diynes has been prepared demonstrating the ability to conduct...
Main Authors: | , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2015-03-01
|
Series: | Molecules |
Subjects: | |
Online Access: | http://www.mdpi.com/1420-3049/20/4/5276 |
_version_ | 1818062534133940224 |
---|---|
author | Jessica S. Lampkowski Johnathan C. Maza Sanjana Verma Douglas D. Young |
author_facet | Jessica S. Lampkowski Johnathan C. Maza Sanjana Verma Douglas D. Young |
author_sort | Jessica S. Lampkowski |
collection | DOAJ |
description | The translation of organometallic reactions into a microwave reactor has numerous advantages. Herein, we describe the application of a previously developed solid-supported Glaser-Hay reaction to microwave conditions. Overall, an array of diynes has been prepared demonstrating the ability to conduct chemoselective reactions in the microwave within 20 min compared to the 16 h thermal conditions. Moreover, non-microwave transparent alkynes have been found to react more quickly, preventing catalyst quenching, and resulting in higher yields. |
first_indexed | 2024-12-10T14:05:44Z |
format | Article |
id | doaj.art-a78cf71da7f744f080b4da1004e73e48 |
institution | Directory Open Access Journal |
issn | 1420-3049 |
language | English |
last_indexed | 2024-12-10T14:05:44Z |
publishDate | 2015-03-01 |
publisher | MDPI AG |
record_format | Article |
series | Molecules |
spelling | doaj.art-a78cf71da7f744f080b4da1004e73e482022-12-22T01:45:40ZengMDPI AGMolecules1420-30492015-03-012045276528510.3390/molecules20045276molecules20045276Optimization of Solid-Supported Glaser-Hay Reactions in the MicrowaveJessica S. Lampkowski0Johnathan C. Maza1Sanjana Verma2Douglas D. Young3Department of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USADepartment of Chemistry, College of William & Mary, P.O. Box 8795, Williamsburg, VA 23187, USAThe translation of organometallic reactions into a microwave reactor has numerous advantages. Herein, we describe the application of a previously developed solid-supported Glaser-Hay reaction to microwave conditions. Overall, an array of diynes has been prepared demonstrating the ability to conduct chemoselective reactions in the microwave within 20 min compared to the 16 h thermal conditions. Moreover, non-microwave transparent alkynes have been found to react more quickly, preventing catalyst quenching, and resulting in higher yields.http://www.mdpi.com/1420-3049/20/4/5276microwave irradiationsolid-supportGlaser-Hay |
spellingShingle | Jessica S. Lampkowski Johnathan C. Maza Sanjana Verma Douglas D. Young Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave Molecules microwave irradiation solid-support Glaser-Hay |
title | Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave |
title_full | Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave |
title_fullStr | Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave |
title_full_unstemmed | Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave |
title_short | Optimization of Solid-Supported Glaser-Hay Reactions in the Microwave |
title_sort | optimization of solid supported glaser hay reactions in the microwave |
topic | microwave irradiation solid-support Glaser-Hay |
url | http://www.mdpi.com/1420-3049/20/4/5276 |
work_keys_str_mv | AT jessicaslampkowski optimizationofsolidsupportedglaserhayreactionsinthemicrowave AT johnathancmaza optimizationofsolidsupportedglaserhayreactionsinthemicrowave AT sanjanaverma optimizationofsolidsupportedglaserhayreactionsinthemicrowave AT douglasdyoung optimizationofsolidsupportedglaserhayreactionsinthemicrowave |