mechanism for the heck reaction:对heck反应机理

mechanism for the heck reaction:对heck反应机理

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时间:2019-02-21

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1、SupportingInformationCe0.98Pd0.02O2-d:Recyclable,LigandFreePalladium(II)CatalystforHeckReactionSanjaykumarSRa,BhaskarDevuMukria,SatishPatila,GiridharMadrasbandMSHegde*aaSolidStateStructuralChemistryUnit,IndianInstituteofScience,Bangalore,India.PIN560012bDepartmentofChemicalEngineering,IndianInsti

2、tuteofScience,Bangalore,India.PIN560012*TowhomcorrespondenceshouldbeaddressedProf.M.S.Hegde(E-mail:mshegde@sscu.iisc.ernet.in)NMRdatasofthecompounds:(E)-tert-butylcinnamate:(Sn-1)Colorlessliquid;yield82.49%;1HNMR(400MHz,CDCl3)δ7.538–7.498(d,J=16Hz,1H),7.451–7.429(m,2H),7.306–7.289(m,2H),6.321–6.2

3、81(d,J=16Hz,1H),1.466(s,9H);13CNMR(100MHz,CDCl3)δ166.34,143.54,134.65,129.93,128.79,127.94,120.16,80.51,28.18,(E)-ethylcinnamate:(Sn-4)Colorlessliquid;yield83.01%;1HNMR(400MHz,CDCl3)δ-7.622–7.582(d,J=16Hz,1H),7.442–7.418(m,2H),7.299–7.276(m,2H),6.372–6.332(d,J=16Hz,1H),4.185–4.168(q,J=6.8Hz,2H),1

4、.266–1.230(t,J=7.2Hz,3H);13CNMR(100MHz,CDCl3)δ167.02,144.61,134.50,130.25,128.90,128.08,118.31,60.52,14.36.(E)-methylcinnamate:(Sn-5)ColourlessLiquid;yield86.98%;1HNMR(400MHz,CDCl3)δ7.72–7.68(d,J=16Hz,1H),7.535–7.511(m,2H),7.401–7.373(m,2H),6.466–6.426(d,J=16Hz,1H),3.807(s,3H);13CNMR(100MHz,CDCl3

5、)δ167.36,144.81,134.32,130.23,128.82,128.01,117.74,51.62.(E)-tert-butyl3-(4-formylphenyl)acrylate:(Sn-8)Colorlessliquid;yield95.22%;1HNMR(400MHz,CDCl3)δ9.950(s,1H),7.826–7.806(d,J=8Hz,2H),7.596–7.575(d,J=8.4Hz,2H),7.556–7.516(d,J=16Hz,1H),1.471(s,9H);13CNMR(100MHz,CDCl3)δ191.46,165.61,141.76,140.

6、39,136.94,130.11,128.36,123.41,81.05,28.12.(E)-ethyl3-(4-hydroxyphenyl)acrylate:(Sn-10)Colorlessliquid;yield52.02%;1HNMR(400MHz,CDCl3)δ7.657–7.617(d,J=16Hz,1H),7.401–7.385(d,J=6.4Hz,2H),7.208(s,1H),6.888–6.867(d,J=8.4Hz,2H),6.308–6.268(d,J=16Hz,1H),4.299–4.246(q,J=7.2Hz,2H),1.35–1.32(t,J=8Hz,3H);

7、13CNMR(100MHz,CDCl3)δ168.33,158.43,145.11,126.64,155.95,144.94,60.75,14.22.(E)-1,2-diphenylethene:(Sn-3)ColorlessSolid,mp–122oC;yield63.85%;1HNMR(400MHz,CDCl3)δ7.677–7.674(d,4H),7.654–7.487(m,4H),7.427–7.381(m,2H),7.26

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