Removing the Destructive Quantum Interference in Cross Conjugation System by Structural Restraint

doi:10.1007/s40242-022-2136-4

Chemical Research in Chinese Universities ›› 2023, Vol. 39 ›› Issue (2): 224-227.doi: 10.1007/s40242-022-2136-4

• Articles • Previous Articles Next Articles

Removing the Destructive Quantum Interference in Cross Conjugation System by Structural Restraint

QU Kai^2,4,6, PAN Zi-You^1,2, WANG Jin-Yun², ZHANG Bochao³, ZENG Hao², SANG Yu-Feng^2,4, ZHANG Qian-Chong^2,5, CHEN Zhong-Ning^2,5

1. College of Chemistry, Fuzhou University, Fuzhou 350108, P. R. China;
2. State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, P. R. China;
3. Department of Pharmacy, Xiamen Medical College, Xiamen 361005, P. R. China;
4. School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, P. R. China;
5. Fujian Science&Technology Innovation Laboratory for Optoelectronic Information of China, Fuzhou 350108, P. R. China;
6. University of Chinese Academy of Sciences, Beijing 100049, P. R. China

Received:2022-04-11 Online:2023-04-01 Published:2023-03-16
Contact: ZHANG Qian-Chong E-mail:zhangqianchong@fjirsm.ac.cn
Supported by:
This work was supported by the National Natural Science Foundation of China (No.92061117), the Strategic Priority Research Program of the Chinese Academy of Sciences(No.XDB20000000), the Project of the Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China(No.2021ZR129) and the Natural Science Foundation of Fujian Province, China(No.2020J01110).

Abstract

Abstract: Understanding the quantum effect in the cross-conjugated system is of fundamental significance in molecular electronics. In this study, four molecules Xa-O, Xa, BP and BP-O were synthesized to investigate the destructive quantum interference(DQI) of a carbonyl bridge. The single-molecule conductance measured by the scanning tunneling microscope break junction(STM-BJ) technique demonstrates an increase in the conductance from molecule BP-O to molecule Xa-O as the cross-conjugated system is extended. Theoretical calculations show that the explicit DQI feature is presented in BP-O but absent in Xa-O, which indicates the removal of DQI in the restrained structures and results in the conductance enhancement in Xa-O.

Key words: Single-molecule conductance, Cross conjugation, Quantum interference, Carbonyl, Conductance enhancement

QU Kai, PAN Zi-You, WANG Jin-Yun, ZHANG Bochao, ZENG Hao, SANG Yu-Feng, ZHANG Qian-Chong, CHEN Zhong-Ning. Removing the Destructive Quantum Interference in Cross Conjugation System by Structural Restraint[J]. Chemical Research in Chinese Universities, 2023, 39(2): 224-227.

References

[1] Camarasa-Gomez M., Hernangomez-Perez D., Inkpen M. S., Lovat G., Fung E. D., Roy X., Venkataraman L., Evers F., Nano Letters, 2020, 20, 6381
[2] Reznikova K., Hsu C., Schosser W. M., Gallego A., Beltako K., Pauly F., van der Zant H. S. J., Mayor M., Journal of the American Chemical Society, 2021, 143, 13944
[3] Tang C., Huang L., Sangtarash S., Noori M., Sadeghi H., Xia H., Hong W., Journal of the American Chemical Society, 2021, 143, 9385
[4] Mayor M., Weber H. B., Reichert J., Elbing M., von Hanisch C., Beckmann D., Fischer M., Angewandte Chemie-International Edition, 2003, 42, 5834
[5] Walczak K., Central European Journal of Chemistry, 2004, 2, 524
[6] Maiti S. K., Physics Letters A, 2007, 366, 114
[7] Walter D., Neuhauser D., Baer R., Chemical Physics, 2004, 299, 139
[8] Qu K., Duan P., Wang J. Y., Zhang B., Zhang Q. C., Hong W., Chen Z. N., Nano letters, 2021, 21, 9729
[9] Guédon C. M., Valkenier H., Markussen T., Thygesen K. S., Hummelen J. C., van der Molen S. J., Nature Nanotechnology, 2012, 7, 304
[10] Markussen T., Schiötz J., Thygesen K. S., Journal of Chemical Physics, 2010, 132, 224104
[11] Li X., Tan Z., Huang X., Bai J., Liu J., Hong W., Journal of Materials Chemistry C, 2019, 7, 12790
[12] Göransson E., Emanuelsson R., Jorner K., Markle T. F., Hammarström L., Ottosson H., Chemical Science, 2013, 4, 3522
[13] Markussen T., Stadler R., Thygesen K. S., Phys. Chem. Chem. Phys., 2011, 13, 14311
[14] Medina-Rivero S., Garica-Arroyo P., Li L., Gunasekaran S., Stuyver T., Mancheũo M. J., Alonso M., Venkataraman L., Segura J. L., Casado J., Chemical Communication, 2021, 57, 591
[15] Pedersen K. G. L., Borges A., Hedegård P., Solomon G. C., Strange M., Journal of Physical Chemistry C, 2015, 119, 26919
[16] Ricks A. B., Solomon G. C., Colvin M. T., Scott A. M., Chen K., Ratner M. A., Wasielewski M. R., Journal of the American Chemical Society, 2010, 132, 15427
[17] Solomon G. C., Andrews D. Q., Goldsmith R. H., Hansen T., Wasielewski M. R., van Duyne R. P., Ratner M. A., Journal of the American Chemical Society, 2008, 130, 17301
[18] Solomon G. C., Andrews D. Q., van Duyne R. P., Ratner M. A., Journal of the American Chemical Society, 2008, 130, 7788
[19] Andrews D. Q., Solomon G. C., van Duyne R. P., Ratner M. A., Journal of the American Chemical Society, 2008, 130, 17309
[20] Lykkebo J., Gagliardi A., Pecchia A., Solomon G. C., Journal of Chemical Physics, 2014, 141, 4119
[21] Zhang Y. X., Ye G., Soni S., Qiu X. K., Krijger T. L., Jonkman H. T., Carlotti M., Sauter E., Zharnikov M., Chiechi R. C., Chemical Science, 2018, 9, 4414
[22] Valkenier H., Guedon C. M., Markussen T., Thygesen K. S., van der Molen S. J., Hummelen J. C., Physical Chemistry Chemical Physics, 2014, 16, 653
[23] Carlotti M., Soni S., Qiu X. K., Sauter E., Zharnikov M., Chiechi R. C., Nanoscale Advances, 2019, 1, 2018
[24] Papadopoulos T. A., Grace I. M., Lambert C. J., Physical Review B, 2006, 74, 3306
[25] Guan J. X., Jia C. C., Li Y. W., Liu Z. T., Wang J. Y., Yang Z. Y., Gu C. H., Su D. K., Houk K. N., Zhang D. Q., Guo X. F., Science Advances, 2018, 4, eaar2177
[26] Yzambart G., Rincón-GarcÍa L., Al-Jobory A. A., Ismael A. K., Rubio-Bollinger G., Lambert C. J., Agraït N., Bryce M. R., Journal of Physical Chemistry C, 2018, 122, 27198
[27] Ferri N., Algethami N., Vezzoli A., Sangtarash S., McLaughlin M., Sadeghi H., Lambert C. J., Nichols R. J., Higgins S. J., Angewandte Chemie-International Edition, 2019, 58, 16583
[28] Soni S., Ye G., Zheng J. T., Zhang Y. X., Asyuda A., Zharnikov M., Hong W. J., Chiechi R. C., Angewandte Chemie-International Edition, 2020, 59, 14308
[29] Alanazy A., Leary E., Kobatake T., Sangtarash S., González M. T., Jiang H. W., Bollinger G. R., Agräit N., Sadeghi H., Grace I., Higgins S. J., Anderson H. L., Nichols R. J., Lambert C. J., Nanoscale, 2019, 11, 13720
[30] Duan P., Qu K., Wang J. Y., Zeng B., Tang C., Su H. F., Zhang Q. C., Hong W., Chen Z. N., Cell Reports Physical Science, 2021, 2, 100342
[31] Untiedt C., Yanson A. I., Grande R., Rubio-Bollinger G., Agraït N., Vieira S., van Ruitenbeek J. M., Physical Review B, 2002, 66, 5418
[32] Moreno-Garcia P., Gulcur M., Manrique D. Z., Pope T., Hong W., Kaliginedi V., Huang C., Batsanov A. S., Bryce M. R., Lambert C., Wandlowski T., Journal of the American Chemical Society, 2013, 135, 12228
[33] Liu J., Zhao X., Zheng J., Huang X., Tang Y., Wang F., Li R., Pi J., Huang C., Wang L., Yang Y., Shi J., Mao B. W., Tian Z. Q., Bryce M. R., Hong W., Chem, 2019, 5, 390
[34] Wang L., Zhao Z., Shinde D. B., Lai Z., Wang D., Chemical Communications, 2021, 57, 667
[35] Taylor J., Guo H., Wang J., Physical Review B, 2001, 63, 5407
[36] Stokbro K., Taylor J., Brandbyge M., Guo H., Introducing Molecular Electronics, 2005, 680, 117
[37] Soler J. M., Artacho E., Gale J. D., Garcia A., Junquera J., Ordejón P., Sanchez-Portal D., Journal of Physics-Condensed Matter, 2002, 14, 2745
[38] Garner M. H., Solomon G. C., Strange M., Journal of Physical Chemistry C, 2016, 120, 9097
[39] Carlotti M., Kovalchuk A., Wachter T., Qiu X. K., Zharnikov M., Chiechi R. C., Nature Communications, 2016, 7, 13904

Removing the Destructive Quantum Interference in Cross Conjugation System by Structural Restraint

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	DONG Xu, ZHANG Chunxia, XU Jian, ZHANG Yue, ZHAO Ying, CHEN Li. Formation of β-Lactones by[2+2] Cycloaddition of Dichloroketene with Unreactive Carbonyl Compounds [J]. Chemical Research in Chinese Universities, 2018, 34(5): 736-743.
[2]	LUO Yansheng, ZENG Xuehua, WANG Wanman, CHEN Jinglin, HE Lihua, ZHANG Mengli, LIU Suijun, WEN Herui. Emissive Mononuclear Cu(I) Triphenylphosphine Complexes with Functionalized 6-tert-Butoxycarbonyl-2,2'-bipyridine [J]. Chemical Research in Chinese Universities, 2018, 34(1): 19-23.
[3]	ZHANG Xiaopeng, LI Zhengwei, WANG Ping, FAN Xuesen, ZHANG Guisheng. Selenium-catalyzed Oxidative Carbonylation of Benzylamines to 1, 3-Dibenzylureas [J]. Chemical Research in Chinese Universities, 2017, 33(3): 384-387.
[4]	LÜ Chengwei, LIU Yanhang, ZHOU Xiaoxia, WANG Jiajing. One-pot Three-component Reaction for Efficient and Facile Synthesis of γ-Nitrocarbonyl Compounds Under Solvent-free Conditions [J]. Chemical Research in Chinese Universities, 2015, 31(2): 208-211.
[5]	LI Hai-dong, SUN Zhi-hao, NI Ye. Novel Stereoselective Carbonyl Reductase from Kluyveromyces marxianus for Chiral Alcohols Synthesis [J]. Chemical Research in Chinese Universities, 2013, 29(6): 1140-1148.
[6]	JIN Li-li, LEI Yun-tao. One-pot Three-component Mannich Reaction Catalyzed by 2-Hydroxylpyridine [J]. Chemical Research in Chinese Universities, 2013, 29(4): 710-713.
[7]	MAO Mao, GU Cheng-zhi, YIN Hao, SONG Qin-hua and LI Qian-rong*. Pyrolysis-GC/MS of Menthyl Esters of N-Benzoxycarbonyl Amino Acid [J]. Chemical Research in Chinese Universities, 2010, 26(2): 198-203.
[8]	LIU Chun , PAN Wei , YANG Yang , WANG Ke-wei , DONG De-wen . Facile and Convenient One-pot Synthesis of 1,1-Disubstituted Cyclopropanes in Water [J]. Chemical Research in Chinese Universities, 2009, 25(1): 37-39.
[9]	WANG Jing-ping, LI Ji-li , NIU Jing-yang . Synthesis and Structural Characterization of Manganese Carbonyl Incorporated Polyoxomolybdate (n-Bu4N)2[Mo6O16(OCH3)2{HOCH2C(CH2O)3}2{Mn(CO)3}2] [J]. Chemical Research in Chinese Universities, 2008, 24(6): 675-678.
[10]	WANG Lu , WANG Zi-ming , LI Tie-chun , ZHOU Xin , DING Lan , ZHANG Han-qi . Rapid Extraction and Analysis of Essential Oil from Cinnamomum Cassia Presl. [J]. Chemical Research in Chinese Universities, 2008, 24(3): 275-280.
[11]	LIU Bao-you , ZHAO Di-shun , XU Dan-qian , XU Zhen-yuan . Facile Aldol Reaction Between Unmodified Aldehydes and Ketones in Bronsted Acid Ionic Liquids [J]. Chemical Research in Chinese Universities, 2007, 23(5): 549-553.
[12]	GAO Fei-fei, LI Yao-xian, ZHANG Suo-qin , ZHANG Guang-liang. Synthesis and Characterization of Novel Acetohydroxyacid Synthase Inhibitors [J]. Chemical Research in Chinese Universities, 2006, 22(5): 593-597.
[13]	GAO Fei-fei, LI Yao-xian, ZHANG Suo-qin, ZHANG Guang-liang. Synthesis and Characterization of Novel Acetohydroxyacid Synthase Inhibitors [J]. Chemical Research in Chinese Universities, 2006, 22(5): 593-597.
[14]	WU Chun-zan, HUANG Jia-xing, ZHANG Qi-han, XU Jia-xi. Further Investigation on the Rearrangement Mechanism of Reactions of 1,5-Benzothiazepines with Ethoxycarbonylcarbene [J]. Chemical Research in Chinese Universities, 2006, 22(1): 36-39.
[15]	YUE Zheng-yu, GAO Ting, XIE Xiao-min, SUN Hong-yan, GAO Jin-sheng, YAN Peng-fei. Selectivity of Organosamarium(Ⅲ) Hydride in Reducing Unsaturated Carbonyl Compounds [J]. Chemical Research in Chinese Universities, 2004, 20(3): 308-310.