2015 0717 retirement
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國立台灣大學化學系特聘教授陳竹亭退休演講
July 17, 2015積學館松柏廳
https://www.facebook.com/[email protected]
A Career with Surprises of Anticipation
National Taiwan University
CHEMISTRY
羅銅壁
鄭玉瑕
楊寶旺
林隆清
林瑞槰
陳發清
林耀堂
劉盛烈
潘
貫
林渭川
楊昭華
許東明
辛淑琴
楊美惠
林敬二
張苕旭
劉廣定
陳立樹
https://en.wikipedia.org/wiki/Age_of_Enlightenment#/media/File:Salon_de_Madame_Geoffrin.jpg
Cultivation&
Enlightenment1965~1973
“There are some dead who are more alive than the living.” “No, no! It would be more true to say that there are some who are more dead than the dead.” “Maybe. In any case there are old things which are still young.”
Romain Rolland
羅曼.羅蘭貝多芬傳
Nobel Prize for Literature in 1915Stamp from the USSR which commemorates the 100th anniversary of Romain Rolland's birth in 1966
西方哲學西方教育西方音樂西方美術
威爾.杜蘭Will Durant, 1885-1981)
M.S. University of Cincinnati, Ohio 1975-1977
Ph.D. Iowa State University, Iowa, 1977-1982
傅斯年校長
NTU, B.S.1968-1973
CHEMICALRESEARCH
1986-2000Life is for Learning!
Organometallic Catalysis 有機金屬催化反應
Catalytic reactions 催化反應
Functional transformation 化學官能機轉換
Bond formation & cleavage 化學鍵形成與分解
Chemical Selectivity 化學選擇性
Structure & Structural isomerism 分子結構異構化
Synthesis 化學合成
Kinetics & Mechanism 動力學與反應機構
Catalytic Double Carbonylation
Penn State UJ. Am. Chem. Soc. 1984, 106, 1506-1507.J. Am. Chem. Soc. 1987, 109, 148-156.
Translocaion isomerism Acyl scrambling
黃倉淼Organometallics 1990, 9, 539-541.黃國良,黃倉淼Inorg. Chem. 1992, 31, 4034-4035.葉雨松Organometallics 1994, 13, 4804-4824.
All reactions are quantitative!!
黃倉淼J. Am. Chem. Soc. 1993, 115, 1170-1171.
M = Pt, Pd
Planar structure
δ+δ+
II
II
Synthesis of η3-allenyl/propargyl(C3H3)-Pt(II) Complex
Bond Formation and Functional Transformation
η3-oxatrimethylenemethane
η3-central carbonsubstituted allyl
η2-metallacyclobutatene
η3-azatrimethylenemethane
η3-trimethylenemethane
η3-terminalsubstituted allyl
η6-diallyl
蔡福裕, Organometallics 1997, 16, 822-823.Coord. Chem. Rev. 1999, 190-192, 1143-1168.
蘇崇智,J. Am. Chem. Soc. 1994, 116, 4999-5000.葉安琪,OMCOS10 Symposia-in-Print of Polyhedron, 2000, 19, 545-548."Platinum: Organometallic Chemistry" 2005 The Encyclopedia of Inorg. Chem., 2nd Ed., (EIC2), Weiley & Sons
The η3-allenyl/propargyl complexes are highly regioselectively electrophilic at the central carbon
and act as organometallic carbonium ions.
許瑞熙, J. Am. Chem. Soc. 1998, 120, 3243-3244.
Evidenced by D-labelling experiments.
intrinsic
INTERNATIONALACADEMY &
SERVICES 1999~2010
If there is something you know, communicate it. If there is something you don't know, search for it.
— An engraving from the 1772 edition of the Encyclopédie; Truth, in the top center, is surrounded by light and unveiled by the figures to the right, Philosophy and Reason.
NTU-RENNE U 1Exchange & Co-diploma Program
2003-2006
TRI-DEPARTMENT CHEMISTRY SYMPOSIUM
December 17, 2004
NTU-SNU-UT
NTU-Kanagawa UJoint Symposium on
Chemistry & Life ScienceAugust 25, 2006
Joint Symposium on Coordination Chemistry
August 25, 2006
NTU-Okayama U
Symposium on Commemoration of International exchange agreement
between NTU & OU (March 16, 2007)
Nationality No Nationality No Nationality No
Australia 6 Austria 3 Belgium 2Canada 25 Chile 4 China 28
Czech Republic 16 Denmark 1 France 32Germany 35 Hong Kong 9 Hungary 1
India 1 Iran 1 Israel 1Italy 6 Japan 151 Libya 1
Malaysia 2 Malta 1 Netherlands 7New Zealand 5 Poland 2 Portugal 5
Russia 21 Singapore 20 Slovenia 2South Africa 8 Korea 13 Spain 9Switzerland 12 Taiwan 253 Thailand 1
United Kingdom 36 United States 29
GENERAL EDUCATION
1995-2013
HIGH SCHOOL ED1992-beyond 2015
通識1995-1996 化學與生活1997-2004 從化學看世界2004-2009從科學與科技看人文社會議題
—科學人與社會人對話2010-2013 自然、環境與永續文明
物理是從萬象中究其一理,化學是從一理中尋其萬象環境問題的關鍵因是全球人口暴增。科技源自人性,卻未必有人文。為什麼一群聰明人會在一起做很笨的事?台灣究竟有百分之幾的笨蛋?社會有太多笨蛋顯然不是生物原因!先跑的不一定贏,現在贏的也不一定永遠贏。生命沒有悲觀的權利!
語錄
11:58:43 人類世 Anthropocene(0.00375秒)
如果將人類文明發跡的全新世(Holocene),就是距今11,700年以內的時間視為24小時:
台灣第一本文本、中英文名詞索引、關鍵詞彙、每章重點等齊備的化學教科書。2000年發行
Why & How of Reading
閱讀是科學教育中不可取代的一種學習方法。教科書正是操演這種學習方法的最佳工具。閱讀教科書除了要理解書中的學科內容以外,也使讀者學習作者的思考方式與邏輯。一個會讀書的人,閱讀每一本書的主要目的正是要明白作者的思維方式與思想內容。基於這種教育理念,本書的撰寫……,冀能使潛心於閱讀的學子領悟有結構、有序理的知識,才會成為有用的學問。
6-12, Learning to Read, after 12, Reading to Learn!
CHEMICALRESEARCH2000-2015
Ligand Designfor unsymmetric Bidentate
李仁傑Dalton Trans. 2008, 5945-5956.
1
Ligand Design for unsymmetric Polydentate – A taste with bio-inorganic
2
N
P
N
Axialsite
Axialsite
monomer
Polymerchain
M
Geometric Isomerism in sqp Structure caused by Unsymmetric Bidentate Ligand Leading to Chemical Selectivity
1 σ-donor vs π-acceptor2 sp3-nitrogen vs sp2-nitrogen3 double substituents vs single substituent4 tetrahedral (109o) vs trigonal planar (120o)5 individual electronic/steric effect6 possibility for anionically charged or assymmetric ligand entity
Why unsymmetric imine-amine?
3
N N
楊豐兆,Dalton Trans. 2008, 5945-5956.
NiN
N BrBr
R2R2
R1 R1
Highly-branched PE
[Ni] =
• Catalyst (10 -12 mg) • MAO (10%, 6 mL) • 100 mL dried toluene• 250 psi ethylene• 25 ºC• Reaction quenched by HCl/MeOH• PE isolated by MeOH from toluene
• Mn = 105
• PDI < 2• Tg = -45~-50 ºC• TGA, stable until 390 ºC• 100~150 branches/1000 carbon• TOF = 105 g PE/mol Ni•h
General Features of products Reaction Conditions
AlO
Al
Me Me
MAO =n
H
H
H
H
[Ni]/MAO
4楊豐兆, Dalton Trans. 2009, 1243–1250
Isomers of Amine-Imine Complexes
+NR1R2
R3N(COD)PdMeCl
Pd
Cl
Me
R3
N
N
R1 R2
Pd
Me
Cl
R3
N
N
R1 R2
trans cis
25 oC
R1 = R2 = Et R3 = iPr 100 : 0R1 = R2 = Me R3 = iPr 85 : 15
R1 = R2 = Et, R3 = tBuR1 = R2 = c-C4H8, R3 = tBuR1 = R2 = Me, R3 = tBuR1 = H R2 = tBu, R3 = tBu
70 : 30 33 : 67
15 : 85 10 : 90
NN
NN
H
Note: The ligand does control geometric isomerism.7楊豐兆,Inorg. Chem. 2009, 48, 7639–7644.
Catalyst (60 μmol) 50 mL dried CH2Cl2 300 psi ethylene, 1~10 g norbornene 25 ºC, 30 min Reaction quenched by HCl/MeOH
Mw = 103~4
single modal Tg = 77~160 ºC TOF = 104 g / mol (Pd) • h NB % = 42~60 Alternating % = 76~94
General Features of products Typical Reaction Conditions
Cyclic Olefin Copolymer (COC)
Cationic
[Pd] =
林雅琪,Dalton Trans. 2009, 9058–9067.
Kinetics & Mechanism of MePd(II) Catalyzed E-N Copolymerization
18.7(15.1)
13.8(14.1)
17.6
14.0
19.6
19.6
19.6
kEE:17.3(17.6)
游國軒,unpublished.
CO2-abstraction induced by N8O2-Dicopper(II)
何宜學,Dalton Trans., 2014, 43 (17), 6287 - 6290.
JTC LAB ALUMNI
Acknowledgements M.S.Ms. Liu, C.-Y. 劉昭吟 Mr. Yeh, J.-L. 葉家良Mr. You, Y.-J. 尤彥傑 Ms.Chang, Y.-C. 張雅君Mr. Tseng, W.-H. 曾文華 Mr. Tsai, J.-C. 蔡嘉慶Mr. Hsu, B.-C. 許博治 Ms. Chen, Y.-C. 陳宜君Mr. Huang, G.-L. 黃國良 Mr. Yang, C.-T. 楊志璁Mr. Shi, H.-Y. 施皇宇 Mr. Wang, C.-C. 王哲峻Mr. Su, C.-C. 蘇崇智 Ms. Do, C.-C. 杜佳純Mr. You, B.-Y. 游本義 Mr. Wang, Y.-H. 王育恆Mr. Chen, Y.-K.陳玉堃 Mr. Chang, M.-J. 張慕傑Ms. Chen, A.-J. 陳藹然 Ms. Lin, H.-W. 林欣微Mr. Chen, H.-W. 陳鴻文 Mr. Liu, F.-Y. 劉豐瑜Mr. Cheng, Y.-C. 鄭原忠 Ms. Yu, H.-J. 游蕙如Mr. Chiang, W.-C. 江文智 Ms. Chang, C.-L. 張家綾Mr. Yu, C.-I. 余昭穎 Mr. Kuo, Tai- Heng 郭泰亨Mr. Chang, R.-T. 張瑞庭 Mr. Lin, Jia-Jheng 林佳正Ms. Tzeng, W.-T. 曾琬婷 Ms. Yu, Chi-Ying 余祈瑩
Ph.D.Dr. Yeh, Yu-Sung 葉雨松
Dr. Huang, Tsang-Miao 黃倉淼
Dr. Yang, Ching-Shuen 楊慶順
Dr. Tsai, Fu-Yu 蔡福裕
Dr. Hsu, Rai-Hsi 許瑞熙
Dr. Yeh, An-Chi 葉安祺
Dr Lee, Jen-Jeh 李仁傑
Dr Chu, Jan-Bon 朱建邦
Dr. Yang, Feng-Zhao 楊豐兆
Dr. Lin, Ya-Chi 林雅淇
Dr. Li Horng-Yi 李虹儀
Dr. Guan, Shih-Hau 管仕豪
Dr. Lin, Ya-Fan 林雅凡
Dr. Chang, I-Hsin 張益信
Dr. Yu, Kuo-Hsuan 游國軒Dr. Ho, Yi-Hsueh 何宜學
Dr. L. N. Patkar (postdoc)
Financial SupportNational Science Council (NSC) 國家科學委員會
The Netherlands Organisation for Scientific Research (NWO)
Crystallography & Calculation
Prof. Wang, Yu 王瑜
Prof. Peng, Shie-Ming 彭旭明
Prof. Jin, Bi-Yaw 金必耀
Assoc. Prof. Cheng, Yuan-Chung 鄭原忠
37
SCIENCE & EDUCATION
COMMUNICATION2007~2015
用任何創意或熱誠讓任何獨立、不相屬、不瞭解、不溝通、不對話、甚至不來往的社群互動連結就是在創造第三種文化。
網路、多媒體、創客都是第三種文化的契機,但是創造第三種文化的深層底蘊仍然是專業知識的品味。
感謝蒞臨