Effective Palladium-Catalyzed Synthesis of Triarylethene-Based Molecules in Aqueous Solution<\/strong><\/a>
\nYan Zhu, et al
\nDOI: 10.1002\/ejoc.201200577<\/p>\n

http:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/ejoc.201200577\/abstract<\/a><\/p>\n

\u00a0Highly effective and selective Pd-catalyzed coupling reactions of 1,1-dibromo-1-alkenes with various arylboronic acids have been performed in aqueous solution under mild conditions. The method is simple, economic, and practical for the synthesis of triarylethene-based compounds.<\/p>\n

\u00a0\u00a0\u00a0<\/p>\n

General procedure for Pd-catalyzed double coupling between various 1,1-dihalo-<\/strong><\/p>\n

1-alkenes and arylboronic acids without using ligand:<\/strong><\/p>\n

1,1-Dihalo-1-alkene (0.3 mmol) was dissolved in the mixed solvent (PEG-400, 0.5<\/p>\n

mL and H2O 1.5 mL), followed by addition of arylboronic acid (0.7 mmol), palladium<\/p>\n

acetate (0.012 mmol), potassium phosphate (0.6 mmol), The reaction mixture was<\/p>\n

stirred at 40 oC for 24 h. After cooling to room temperature, the mixture was diluted<\/p>\n

with water, and the combined aqueous phases were extracted three times with ethyl<\/p>\n

acetate. The organic layers were combined, dried over Na2SO4, and concentrated to<\/p>\n

yield the crude product, which was further purified by silica gel chromatography,<\/p>\n

using petroleum ether and ethyl acetate as eluent to provide the desired product.\u00a0<\/p>\n

References:<\/p>\n

1. a) E. J. Corey, P. L. Fuchs, Tetrahedron Lett. <\/em>1972<\/strong>, 36<\/em>, 3769-3772; b) V. N.<\/p>\n

Korotchenko, A. V. Shastin, E. S. Balenkova, J. Chem. Soc.; Perkin Trans.1 <\/em>2002<\/strong>,<\/p>\n

1883-887; c) V. N. Korotchenko, A. V. Shastin, E. S. Balenkova, Org. Biomol. Chem<\/em><\/p>\n

2003<\/strong>, 1<\/em>, 1906-1908; d) G. T. Hwang, H. S. Son, J. K. Ku, B. H. Kim, J. Am. Chem.<\/em><\/p>\n

Soc. <\/em>2003<\/strong>, 125<\/em>, 11241-11248.<\/p>\n","protected":false},"excerpt":{"rendered":"

Effective Palladium-Catalyzed Synthesis of Triarylethene-Based Molecules in Aqueous Solution Yan Zhu, et al DOI: 10.1002\/ejoc.201200577 http:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/ejoc.201200577\/abstract \u00a0Highly effective and selective Pd-catalyzed coupling reactions of 1,1-dibromo-1-alkenes with various arylboronic acids have been performed in aqueous solution under mild conditions. The method is simple, economic, and practical for the synthesis of triarylethene-based compounds. \u00a0\u00a0\u00a0 General procedure for… Continue reading Pd-catalyzed coupling reactions of 1,1-dibromo-1-alkenes with various arylboronic acids in Aqueous Solution<\/span><\/a><\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[3,4],"tags":[143,144],"_links":{"self":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/69"}],"collection":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/comments?post=69"}],"version-history":[{"count":1,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/69\/revisions"}],"predecessor-version":[{"id":70,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/69\/revisions\/70"}],"wp:attachment":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/media?parent=69"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/categories?post=69"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/tags?post=69"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}