Flocculates of Au nanoparticles in catalysis NMSL – nanoAu and catalysis 4/16/2015B. Y. Wang, J. H. Chen1

Nanoparticle ： AuNS-L-Pd Goal –Catalytic reaction within nanoparticle flocculates Experiment –Cyclotrimerization of 3-hexyne in chloroform at r.t. 4/16/2015 B. Y. Wang, J. H. Chen2 Dispersed in DMSO Dispersed in CHCl 3 + DMSO 靜置 取出 上層 Sub-micron Flocculates

Results 4/16/2015B. Y. Wang, J. H. Chen3 (A)(B) (A) 157±23 nm Dispersed in DMSO Dispersed in CHCl 3 + DMSO Aging Upper Soln (C)(A) (B) (D)

Results 4/16/2015B. Y. Wang, J. H. Chen4 (A)(B) (C) (A)(B) Dispersed in DMSO Dispersed in CHCl 3 + DMSO (C)(A) (B) (D) Aging Upper Soln

TypesDiagramsTEM images A B C Catalysis of different types 4/16/2015B. Y. Wang, J. H. Chen5

Catalytic results 4/16/2015B. Y. Wang, J. H. Chen6 TypesPd mol Particle weight (mg) Reaction time (hr) Yield (%) B3x >99 A3.92x B3.92x C4.02x A0.92x B0.92x C1.07x c.c. CDCl 3 ; mmol reactant; R.T. ; Stir rate: 300 rpm

4/16/2015Richard Wang7 樣品 Cat. MCat. mol% 觸媒 重量 (mg) 反應 時間 (min) 產率 (%) RS/ L-Pd: 轉速 (rpm) 備註 A3x >99-- A. 林玉雲學姐的論文 B.3.92x10 -7 mol Pd/mg C.1.54x10 -7 mol Pd/mg D.3,22x10 -7 mol Pd/mg E.1.67x10 -7 mol Pd/mg F.2.60x10 -7 mol Pd/mg G.2.21x10 -7 mol Pd/mg H.3.35x10 -7 mol Pd/mg CDCl 3 :1 ml ; 反應物 :0.075 mmol ; *CDCl 3 :686  l 反應物 :0.05 mmol ＃ CDCl 3 :500  l 反應物 : mmol B(13)3.92x C0.92x D1.6x D1.19x E1.67x F6.24x F*3.00x G3.01x G#G# 6.10x H # (13)6.10x (Liquid) 6.08x x10 -7 mol Pd/mg

4/16/2015B. Y. Wang, J. H. Chen8 L L+L-Pd L+L-Pd+thiol L-Pd Pd 毒化實驗

4/16/2015B. Y. Wang, J. H. Chen9 攪拌前 攪拌後 Sample 1 攪拌前後光譜變化

4/16/2015B. Y. Wang, J. H. Chen10 樣品 Cat M Cat. mol% 觸媒重量 (mg) 反應 時間 (hr) 產率 (%) RS/ L-Pd: 轉速 (rpm) 備註 Cyclotrimerization G.2.21x10 -7 mol Pd/mg F. 1.84x10 -7 mol Pd/mg G6.10x x Heck reaction G1.33x x

4/16/2015B. Y. Wang, J. H. Chen11 Sample G

4/16/2015B. Y. Wang, J. H. Chen12 Sample 1

反應系統 Heck reaction Reaction condition ： 115 o C for 1.5 hr 4/16/2015Richard Wang13 10 mmol ml Bp: 182 o C; MW: 203; D: g/ml 10 mmol ml Bp: 160 o C; MW: 128; D: g/ml Pd: mol% NEt ml Bp: 88.8 o C; 0.25 ml DMSO Need Pd 1x10 -7 mol

反應系統 Cyclotrimerization Reaction condition ： r.t. for 0.5 hr 4/16/2015Richard Wang mmol 8.52  l Bp: 81 o C; MW: 82.14; D: g/ml 1 ml CHCl 3 、 THF Pd: 4 mol% Need Pd 3x10 -6 mol

RAW DATA 4/16/2015B. Y. Wang, J. H. Chen15

A-1 4/16/2015B. Y. Wang, J. H. Chen16

B-1 4/16/2015B. Y. Wang, J. H. Chen17

A-2 4/16/2015B. Y. Wang, J. H. Chen18

B-2 4/16/2015B. Y. Wang, J. H. Chen19

C. AuNS-L-Pd

D. AuNS-L

D. AuNS-L-Pd

F. AuNS-L

F. AuNS-L-Pd

G. AuNS-L-Pd

H. AuNS-L

H. AuNS-L-Pd

4/16/2015B. Y. Wang, J. H. Chen28 1. L-AuNS-L-Pd