杯芳烃促进的过渡金属催化反应

doi:10.6023/cjoc202012034

有机化学 ›› 2021, Vol. 41 ›› Issue (6): 2188-2201.DOI: 10.6023/cjoc202012034 上一篇下一篇

综述与进展

杯芳烃促进的过渡金属催化反应

马志艳(), 李云剑, 孙小强, 杨科^*(), 李正义^*()

常州大学石油化工学院江苏省绿色催化材料与技术重点实验室江苏常州 213100

收稿日期:2020-12-22 修回日期:2021-02-04 发布日期:2021-02-26
通讯作者: 杨科, 李正义
作者简介:
† 共同第一作者
基金资助:
国家自然科学基金(21572026); 国家自然科学基金(21702019); 江苏省研究生科研与实践创新计划(KYCX20_2525); 江苏省先进催化与绿色制造协同创新中心资助项目

Calixarene Promoted Transition-Metal-Catalyzed Reactions

Zhiyan Ma(), Yunjian Li, Xiao-Qiang Sun, Ke Yang(), Zheng-Yi Li()

Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology, School of Petrochemical Engineering, Changzhou University, Changzhou, Jiangsu 213100

Received:2020-12-22 Revised:2021-02-04 Published:2021-02-26
Contact: Ke Yang, Zheng-Yi Li
About author:
(These authors contributed equally to this work).
Supported by:
National Natural Science Foundation of China(21572026); National Natural Science Foundation of China(21702019); Postgraduate Research & Practice Innovation Program of Jiangsu Province(KYCX20_2525); Advanced Catalysis and Green Manufacturing Collaborative Innovation Center of Jiangsu Province.

文章分享

摘要/Abstract

近年来, 过渡金属催化反应已经成为有机化学中构建碳碳键和碳杂原子键的最有效方法之一, 并引起了化学家的极大研究兴趣. 杯芳烃是继冠醚和环糊精之后的第三代超分子主体化合物, 其配位性能一直是超分子化学研究的热点. 通过对其下缘的酚羟基、上缘的苯环对位以及连接苯环单元的亚甲基进行设计改造, 杯芳烃可以有效地作为过渡金属催化剂的配体, 或者与过渡金属正离子组装成为新的过渡金属催化剂, 从而高效地促进反应的进行. 主要介绍了近十年来, 杯芳烃作为不同过渡金属催化剂的配体并用于各种过渡金属催化反应的研究进展.

关键词: 杯芳烃, 过渡金属催化, 配体, 有机合成

In recent years, transition metal catalyzed reactions have become one of the most effective methods to construct carbon-carbon bonds and carbon-heteroatom bonds in organic chemistry, and have attracted great research interest among chemists. Calixarene is the third-generation supramolecular host compound after crown ether and cyclodextrin, and its coordination properties have always been a hot spot in supramolecular chemistry. By designing and modifying its phenolic hydroxyl group at the lower edge, the para-position of the benzene ring at the upper edge, and the methylene group connecting the benzene ring unit, calixarene can be used as a transition metal catalyst ligand or assembled with transition metal to form a novel catalyst, both of which can be effectively used to promote the transition metal catalyzed reaction. The research progress of calixarene as a ligand for different transition-metal catalysts and their application in various transition metal catalytic reactions in the past ten years is introduced.

Key words: calixarene, transition-metal catalysis, ligand, organic synthesis

引用此文

马志艳, 李云剑, 孙小强, 杨科, 李正义. 杯芳烃促进的过渡金属催化反应[J]. 有机化学, 2021, 41(6): 2188-2201.

Zhiyan Ma, Yunjian Li, Xiao-Qiang Sun, Ke Yang, Zheng-Yi Li. Calixarene Promoted Transition-Metal-Catalyzed Reactions[J]. Chinese Journal of Organic Chemistry, 2021, 41(6): 2188-2201.

导出引用 EndNote|Reference Manager|ProCite|BibTeX|RefWorks

分享此文

图/表 16

图式1. 手性磷酸酯杯[4]芳烃下铑催化不对称氢化反应

Scheme 1. Rhodium-catalyzed asymmetric hydrogenation in the presence of chiral phosphate calix[4]arene

图式2. 磷酸酯杯[4]芳烃铑配合物催化氢胺化反应

Scheme 2. Phosphate calix[4]arene rhodium complex catalyzed hydrogen amination reaction

图式3. 二亚磷酸酯杯[4]芳烃下铑催化的乙烯基芳烃的不对称加氢甲酰化反应

Scheme 3. Asymmetric hydroformylation of vinylaromatics catalyzed by rhodium diphosphite calix[4]arene

图式4. 手性氨基膦-次膦酸酯杯[4]芳烃铑配合物催化的烯烃不对称氢化反应

Scheme 4. Asymmetric hydrogenation of olefins catalyzed by chiral aminophosphine-phosphinate calix[4]arene rhodium complex

图式5. 杯[4]芳烃配体L10和L11的合成及其与钯催化不对称的烯丙基胺化反应

Scheme 5. Synthesis of calix[4]arene ligands L10 and L11 and the asymmetric allyl amination catalyzed by palladium catalyst

图式6. 杯[4]芳烃钯催化剂Cat-4催化的Suzuki-Miyaura偶联反应

Scheme 6. Suzuki-Miyaura coupling reaction catalyzed by calix[4]arene-palladium catalyst Cat-4

图式7. 杯[4]芳烃膦配体L13和L14的制备及其在Suzuki-Miyaura偶联反应中的应用

Scheme 7. Preparation of calix[4]arene carbonyl ligands L13 and L14 and their application in Suzuki-Miyaura coupling reaction

图式8. 三元杂化物杯[4]芳烃催化剂Cat-5催化的C—C交叉偶联反应

Scheme 8. C—C cross-coupling reaction catalyzed by ternary hybrid calix[4]arene catalyst Cat-5

图式9. 含三甲基铵正离子杯[4]芳烃锰催化剂Cat-6的制备以及在环己烯氧化反应中的应用

Scheme 9. Synthesis of calix[4]arene manganese catalyst containing trimethylammonium cation Cat-6 and its application in cyclohexene oxidation

图式10. 1,3-交替构象的杯[4]芳烃锰催化剂的合成以及在6-甲氧基-2,2-二甲基-1,2-二氢萘环氧化反应中的应用

Scheme 10. Synthesis of calix[4]arene manganese catalyst in 1,3-alternating conformation and its application in epoxidation of 6- methoxy-2,2-dimethyl-1,2-dihydronaphthalene

图式11. 三甲基铵正离子杯[4]芳烃铜催化剂Cat-9的合成以及在2,6-二甲基苯酚氧化聚合反应中的应用

Scheme 11. Synthesis of trimethylammonium cation calix[4]arene copper catalyst Cat-9 and its application in the oxidation polymerization of 2,6-dimethylphenol

图式12. 2,6-二甲基苯酚氧化聚合反应的可能机理

Scheme 12. Proposed mechanism of oxidative polymerization of 2,6-dimethylphenol

图式13. 三甲基铵正离子杯[4]芳烃铜催化剂Cat-9在苄醇的氧化反应以及喹喔啉制备中的应用

Scheme 13. Application of trimethylammonium cation calix[4] arene copper catalyst Cat-9 in the oxidation reaction of benzyl alcohol and the preparation of quinoxaline

图式14. 菲咯啉杯[8]芳烃配体L19促进下的铜催化C—S键偶联的反应

. Sccheme 14 Copper-catalyzed C—S bond coupling reaction promoted by phenanthroline calix[8] arene ligandL19

图式15. 二苯基膦基杯[4]芳烃配体L20和L21促进的镍催化交叉偶联反应

Scheme 15. Nickel-catalyzed cross-coupling reaction promoted by diphenylphosphino-calix[4]arene ligand L20 and L21

图式16. 杯[6]芳烃镍催化剂催化下的交叉偶联反应

Scheme 16. Cross-coupling reaction catalyzed by calix[6] arene nickel catalyst

参考文献 62

[1]	(a) Ouyang, K.; Hao, W.; Zhang, W. X.; Xi, Z. Chem. Rev. 2015, 115,12045. doi: 10.1021/acs.chemrev.5b00386
	(b) Bag, D.; Mahajan, S.; Sawant, S. D. Adv. Synth. Catal. 2020, 362,3948. doi: 10.1002/adsc.v362.19
	(c) Li, H.; Ren, X. W.; Zhao, W. T.; Tang, X. Y.; Wang, G. W. Chin. J. Org. Chem. 2017, 37,2287(in Chinese). doi: 10.6023/cjoc201703036
	( 李桦, 任相伟, 赵温涛, 唐向阳, 王光伟, 有机化学, 2017, 37,2287.) doi: 10.6023/cjoc201703036
[2]	(a) Ansari, R. M.; Bhat, B. R. J. Chem. Sci. 2017, 129,1483. doi: 10.1007/s12039-017-1347-6
	(b) Li, R. Q.; Xu, H.; Zhao, N.; Jin, X. J.; Dang, Y. F. J. Org. Chem. 2020, 85,833. doi: 10.1021/acs.joc.9b02826
	(c) Chen, G. J.; Du, J. S. Chin. J. Org. Chem. 2014, 34,65(in Chinese). doi: 10.6023/cjoc201307035
	( 陈国军, 杜建时, 有机化学, 2014, 34,65.) doi: 10.6023/cjoc201307035
	(d) Han, F. S. Chem. Soc. Rev. 2013, 42,5270. doi: 10.1039/c3cs35521g
[3]	Zhang, Q.; Muhammad, M. T.; Chiou, M. F.; Jiao, Y.; Bao, H.; Li, Y. Org. Lett. 2020, 22,5261. doi: 10.1021/acs.orglett.0c01953 pmid: 32610936
[4]	(a) Dieleman, C.; Steyer, S.; Jeunesse, C.; Matt, D. J. Chem. Soc., Dalton Trans. 2001, 17,2508.
	(b) Ma, X. T.; Yu, J.; Wang, Z. L.; Zhang, Y.; Zhou, Q. J. Chin. J. Org. Chem. 2020, 40,2669(in Chinese). doi: 10.6023/cjoc202005013
	( 马献涛, 于静, 王子龙, 张赟, 周秋菊, 有机化学, 2020, 40,2669.) doi: 10.6023/cjoc202005013
	(c) Deng, Y. Y.; Yang, W.; Yang, X.; Yang, D. Q. Chin. J. Org. Chem. 2017, 37,3039(in Chinese). doi: 10.6023/cjoc201704034
	( 邓颖颍, 杨文, 杨新, 杨定乔, 有机化学, 2017, 37,3039.) doi: 10.6023/cjoc201704034
	(d) Yang, K.; Song, M. J.; Ma, Z. Y.; Li, Y.; Li, Z. Y.; Sun, X. Q. Org. Chem. Front. 2019, 6,3996. doi: 10.1039/c9qo01073d
	(e) Yang, K.; Niu, B.; Ma, Z. Y.; Wang, H.; Lawrence, B.; Ge, H. B. J. Org. Chem. 2019, 84,14045. doi: 10.1021/acs.joc.9b02202
[5]	(a) Wang, D. H.; Engle, K. M.; Shi, B. F.; Yu, J. Q. Science 2010, 327,315. doi: 10.1126/science.1182512
	(b) Bras, J. L.; Muzart, J. Chem. Rev. 2011, 111,1170. doi: 10.1021/cr100209d
	(c) Chen, F.; Wang, T.; Jiao, N. Chem. Rev. 2014, 114,8613. doi: 10.1021/cr400628s
[6]	(a) Lyons, T. W.; Sanford, M. S. Chem. Rev. 2010, 110,1147. doi: 10.1021/cr900184e
	(b) Arockiam, P. B.; Bruneau, C.; Dixneuf, P. H. Chem. Rev. 2012, 112,5879. doi: 10.1021/cr300153j
	(c) Liu, C.; Yuan, J.; Gao, M.; Tang, S.; Li, W.; Shi, R.; Lei, A. Chem. Rev. 2015, 115,12138. doi: 10.1021/cr500431s
[7]	Yang, H.; Yuan, B.; Zhang, X.; Scherman, O. A. Acc. Chem. Res. 2014, 47,2106. doi: 10.1021/ar500105t
[8]	Delbianco, M.; Bharate, P.; Varela-Aramburu, S.; Seeberger, P. H. Chem. Rev. 2016, 116,1693. doi: 10.1021/acs.chemrev.5b00516 pmid: 26702928
[9]	Dydio, P.; Reek, J. N. H. Chem. Sci. 2014, 5,2135. doi: 10.1039/C3SC53505C
[10]	(a) Niu, B.; Yang, K.; Lawrence, B.; Ge, H. B. ChemSusChem 2019, 12,2955. doi: 10.1002/cssc.v12.13
	(b) Yang, K.; Song, M. J.; Liu, H.; Ge, H. B. Chem. Sci. 2020, 11,12616. doi: 10.1039/D0SC03052J
[11]	Gutsche, C. D.; Dhawan, B.; No, K. H.; Mutbukrishnan, R. J. Am. Chem. Soc. 1981, 103,3782. doi: 10.1021/ja00403a028
[12]	Salvio, R.; Volpi, S.; Cacciapaglia, R.; Sansone, F.; Mandolini, L.; Casnati, A. J. Org. Chem. 2016, 81,9012. doi: 10.1021/acs.joc.6b01643
[13]	Song, S. F. D.; Shang, X. F.; Zhao, J. L.; Hu, X. J.; Koh, K.; Wang, K. M.; Chen, H. X. Sens. Actuators, B 2018, 267,357. doi: 10.1016/j.snb.2018.03.185
[14]	(a) Hrdlička, V.; Navrátil, T.; Barek, J.; Ludvík, J. J. Electroanal. Chem. 2018, 821,60. doi: 10.1016/j.jelechem.2018.01.055
	(b) Li, L.; Qi, W. G.; Wang, C.; Yan, C. G. Chin. J. Org. Chem. 2013, 33,1804(in Chinese). doi: 10.6023/cjoc201302008
	( 李亮, 戚伟光, 王超, 颜朝国, 有机化学, 2013, 33,1804.) doi: 10.6023/cjoc201302008
[15]	(a) Li, Z. Y.; Su, H. K.; Tong, H. X.; Yin, Y.; Xiao, T.; Sun, X. Q.; Jiang, J. L.; Wang, L. Y. Spectrochim. Acta, Part A 2018, 200,307. doi: 10.1016/j.saa.2018.04.040
	(b) Zhang, C. L.; Gong, S. L.; Chen, Y. Y. Chin. J. Org. Chem. 2007, 27,795(in Chinese).
	( 张春雷, 龚淑玲, 陈远荫, 有机化学, 2007, 27,795.)
	(c) Liu, L. L.; Zhang, Z. G.; Li, H. X.; Shang, H.; Lang, J. P. Chin. J. Chem. 2010, 28,1829. doi: 10.1002/cjoc.201090306
[16]	(a) Wang, Y. X.; Zhang, Y. M.; Liu, Y. J. Am. Chem. Soc. 2015, 137,4543. doi: 10.1021/jacs.5b01566
	(b) Zhao, B. T.; Zhang, H, Y.; Liu, Y. Chin. J. Org. Chem. 2005, 25,913(in Chinese). doi: 10.1002/cjoc.v25:7
	( 赵邦屯, 张衡益, 刘育, 有机化学, 2005, 25,913.)
	(c) Liu, L. L.; Ren, Z. G.; Zhu, L. W.; Wang, H. F.; Yan, W. Y.; Lang, J. P. Cryst. Growth Des. 2011, 11,3479. doi: 10.1021/cg200308k
[17]	(a) Li, Z. Y.; Zhou, K.; Lai, Y.; Sun, X. Q.; Wang, L. Chin. J. Org. Chem. 2015, 35,1531(in Chinese). doi: 10.6023/cjoc201502018
	( 李正义, 周坤, 来源, 孙小强, 王乐勇, 有机化学, 2015, 35,1531.) doi: 10.6023/cjoc201502018
	(b) Liu, L. L.; Ren, Z. G.; Wan, L. M.; Ding, H. Y.; Lang, J. P. CrystEngComm 2011, 13,5718. doi: 10.1039/c1ce05377a
[18]	Li, Z. Y.; Chen, Y.; Zheng, C. Q.; Yin, Y.; Wang, L. Y.; Sun, X. Q. Tetrahedron 2017, 73,78. doi: 10.1016/j.tet.2016.11.052
[19]	(a) Li, Z. Y.; Tong, H. X.; Chen, Y.; Su, H. K.; Xiao, T. X.; Sun, X. Q.; Wang, L. Y. Beilstein J. Org. Chem. 2018, 14,1901. doi: 10.3762/bjoc.14.164
	(b) Durmaz, M.; Sirit, A. Supramol. Chem. 2013, 25,292. doi: 10.1080/10610278.2013.773331
	(c) Yang, K.; Ma, Z. Y.; Tong, H. X.; Sun, X. Q.; Hu, X. Y.; Li, Z. Y. Chin. Chem. Lett. 2020, 12,3259.
[20]	Chang, M. L.; He, Y.; Zhou, J.; Li, S. Y. Chem. Soc. 2017, 28,1363.
[21]	Li, Z. Y.; Xing, H. J.; Huang, G. L.; Sun, X. Q.; Jiang, J. L.; Wang, L. Y. Sci. China: Chem. 2011, 54,1726. doi: 10.1007/s11426-011-4374-z
[22]	(a) Cacciapaglia, R.; Casnati, A.; Mandolini, L.; Reinhoudt, D. N.; Salvio, R.; Sartori, R.; Ungaro, R. J. Am. Chem. Soc. 2006, 128,12322. pmid: 16967984
	(b) Cacciapaglia, R.; Casnati, A.; Mandolini, L.; Ungaro, R. J. Chem. Soc., Chem. Commun. 1992,1291. pmid: 16967984
[23]	Tang, W. J.; Zhang, X. M. Chem. Rev. 2003, 103,3029. doi: 10.1021/cr020049i
[24]	(a) Gramage-Doria, R.; Armspach, D.; Matt, D. Coord. Chem. Rev. 2013, 257,776. doi: 10.1016/j.ccr.2012.10.006
	(b) Homden, D. M.; Redshaw, C. Chem. Rev. 2008, 108,5086. doi: 10.1021/cr8002196
[25]	(a) Lai, S. W.; Chan, Q. K. W.; Han, J.; Zhi, Y. G.; Zhu, N. Y.; Che, C. M. Organometallics 2009, 28,34. doi: 10.1021/om800969z
	(b) Sameni, S.; Lejeune, M.; Jeunesse, C.; Matt, D.; Welter, R. Dalton Trans. 2009, 38,7912.
[26]	Liu, S. S.; Sandoval, C. A. J. Mol. Catal. A: Chem. 2010, 325,65. doi: 10.1016/j.molcata.2010.03.034
[27]	Monnereau, L.; Sémeril, D.; Matt, D. Green Chem. 2010, 12,1670. doi: 10.1039/c0gc00098a
[28]	(a) Adint, T. T.; Wong, G. W.; Landis, C. R. J. Org. Chem. 2013, 78,4231. doi: 10.1021/jo400525w
	(b) Xu, K.; Zheng, X.; Wang, Z. Y.; Zhang, X. M. Chemistry 2014, 20,4357.
	(c) Rovira, L.; Vaquero, M.; Vidal-Ferran, A. J. Org. Chem. 2015, 80,10397. doi: 10.1021/acs.joc.5b01805
[29]	Chaudhari, R. V. Top. Catal. 2012, 55,439. doi: 10.1007/s11244-012-9812-4
[30]	Natarajan, N.; Pierrevelcin, M. C.; Semeril, D.; Bauder, C.; Matt, D.; Ramesh, R. Catal. Commun. 2019, 118,70. doi: 10.1016/j.catcom.2018.09.020
[31]	Khiri, N.; Bertrand, E.; Ondel-Eymin, M. J.; Rousselin, Y.; Bayardon, J.; Harvey, P. D.; Juge, S. Organometallics 2010, 29,3622. doi: 10.1021/om100520u
[32]	Khiri-Meribout, N.; Bertrand, E.; Bayardon, J.; Eymin, M. J.; Rousselin, Y.; Cattey, H.; Fortin, D.; Harvey, P. D.; Juge, S. Organometallics 2013, 32,2827. doi: 10.1021/om400229p
[33]	Miyaura, N.; Suzuki, A. Chem. Rev. 1995, 95,2457. doi: 10.1021/cr00039a007
[34]	Hirasawa, K.; Tanaka, S.; Horiuchi, T.; Kobayashi, T.; Sato, T.; Morohashi, N.; Hattori, T. Organometallics 2016, 35,420. doi: 10.1021/acs.organomet.5b00999
[35]	Elaieb, F.; Hedhli, A.; Sémeril, D.; Matt, D. Eur. J. Org. Chem. 2016, 2016 1867.
[36]	Zhang, F.; Chen, M. Z.; Wu, X. T.; Wang, W.; Li, H. X. J. Mater. Chem. A 2014, 2,484. doi: 10.1039/C3TA13446F
[37]	Narkhede, N.; Uttam, B.; Rao, C. P. ACS Omega 2019, 4,4908. doi: 10.1021/acsomega.9b00095 pmid: 31459675
[38]	(a) Zhang, Y.; Zhu, P. L.; Chen, L.; Li, G.; Zhou, F. R.; Lu, D. Q.; Sun, R.; Zhou, F.; Wong, C. P. J. Mater. Chem. A 2014, 2,11966. doi: 10.1039/C4TA01920B
	(b) Hu, X. W.; Long, Y.; Fan, M. G.; Yuan, M.; Zhao, H.; Ma, J. T.; Dong, Z. P. Appl. Catal., B 2019, 244,25. doi: 10.1016/j.apcatb.2018.11.028
[39]	(a) Ramakrishna, D.; Bhat, B. R. Inorg. Chem. Commun. 2011, 14,690. doi: 10.1016/j.inoche.2011.02.007
	(b) Rezaeifard, A.; Jafarpour, M.; Naeimi, A.; Salimi, M. Inorg. Chem. Commun. 2012, 15,230. doi: 10.1016/j.inoche.2011.10.033
[40]	Lane, B. S.; Burgess, K. Chem. Rev. 2003, 103,2457. doi: 10.1021/cr020471z
[41]	Nehru, K.; Kim, S. J.; Kim, I. Y.; Seo, M. S.; Kim, Y.; Kim, S. J.; Kim, J.; Nam, W. Chem. Commun. 2007,4623.
[42]	Leeladee, P.; Goldberg, D. P. Inorg. Chem. 2010, 49,3083. doi: 10.1021/ic902517j pmid: 20201529
[43]	Cavallo, L.; Jacobsen, H. J. Org. Chem. 2003, 68.6202. pmid: 12895051
[44]	Liu, L. L.; Li, H. X.; Wan, L. M.; Ren, Z. G.; Wang, H. F.; Lang, J. P. Chem. Commun. 2011, 47,11146. doi: 10.1039/c1cc14262c
[45]	Bonaccorso, C.; Brancatelli, G.; Ballistreri, F. P.; Geremia, S.; Pappalardo, A.; Tomaselli, G. A.; Toscano, R. M.; Sciotto, D. Dalton. Trans. 2014, 43,2183. doi: 10.1039/c3dt52550c pmid: 24297211
[46]	Sadeghi, F.; Tremblay, A. Y.; Kruczek, B. J. Appl. Polym. Sci. 2008, 109,1454. doi: 10.1002/(ISSN)1097-4628
[47]	(a) Liu, Q.; Shentu, B.; Gu, C.; Weng, Z. Eur. Polym. J. 2009, 45,1080. doi: 10.1016/j.eurpolymj.2009.01.012
	(b) Kobayashi, S.; Higashimura, H. Prog. Polym. Sci. 2003, 28,1015. doi: 10.1016/S0079-6700(03)00014-5
	(c) Villabrille, P.; Romanelli, G.; Vázquez, P.; Cáceres, C. Appl. Catal., A 2008, 334,374. doi: 10.1016/j.apcata.2007.10.025
[48]	Kobayashi, S.; Makino, A. Chem. Rev. 2009, 109,5288. doi: 10.1021/cr900165z pmid: 19824647
[49]	(a) Liu, Y. R.; Li, J. P.; Hou, H. W.; Fan, Y. T. J. Organomet. Chem. 2009, 694,2875. doi: 10.1016/j.jorganchem.2009.03.045
	(b) Liao, B. S.; Liu, Y. H.; Peng, S. M.; Liu, S. T. Dalton Trans. 2012, 41,1158. doi: 10.1039/C1DT11065A
[50]	(a) Bae, B.; Kawamura, S.; Miyatake, K.; Watanabe, M. J. Polym. Sci., Part A: Polym. Chem. 2011, 49,3863. doi: 10.1002/pola.24824
	(b) Liu, Q.; Shentu, B. Q.; Zhu, J. H.; Weng, Z. X. J. Appl. Polym. Sci. 2007, 104,3649. doi: 10.1002/(ISSN)1097-4628
[51]	Wan, L. M.; Li, H. X.; Zhao, W.; Ding, H. Y.; Fang, Y. Y.; Ni, P. H.; Lang, J. P. J. Polym. Sci.,Part A: Polym. Chem. 2012, 50,4864. doi: 10.1002/pola.26308
[52]	Patel, R. V.; Panchal, J. G.; Menon, S. K. J. Inclusion Phenom. Macrocyclic Chem. 2010, 67,63. doi: 10.1007/s10847-009-9669-8
[53]	Gao, J.; Ren, Z. G.; Lang, J. P. J. Organomet. Chem. 2015, 792,88. doi: 10.1016/j.jorganchem.2015.02.008
[54]	Baudy, R. B.; Greenblatt, L. P.; Jirkovsky, I. L.; Conklin, M.; Russo, R. J.; Bramlett, D. R.; Emrey, T. A.; Simmonds, J. T.; Kowal, D. M.; Stein, R. P.; Tasse, R. P. J. Med. Chem. 1993, 36,331. pmid: 8093907
[55]	Lee, S. B.; Park, Y. I.; Dong, M. S.; Gong, Y. D. Bioorg. Med. Chem. Lett. 2010, 20,5900. doi: 10.1016/j.bmcl.2010.07.088
[56]	Badran, M. M.; Abouzid, K. A. M.; Hussein, M. H. Arch. Pharm. Res. 2002, 26,107. doi: 10.1007/BF02976653
[57]	Dailey, S.; Feast, W. J.; Peace, R. J.; Sage, I. C.; Till, S.; Wood, E. L. J. Med. Chem. 2001, 11,2238.
[58]	Schneidenbach, D.; Ammermann, S.; Debeaux, M.; Freund, A.; Zollner, M.; Daniliuc, C.; Jones, P. G.; Kowalsky, W.; Johannes, H. H. Inorg. Chem. 2010, 49,397. doi: 10.1021/ic9009898 pmid: 20020701
[59]	Gao, J.; Ren, Z. G.; Lang, J. P. Chin. Chem. Lett. 2017, 28,1087. doi: 10.1016/j.cclet.2016.12.035
[60]	Guzmán-Percástegui, E.; Hernández, D. J.; Castillo, I. Chem. Commun. 2016, 52,3111. doi: 10.1039/C5CC09232A
[61]	Monnereau, L.; Sémeril, D.; Matt, D.; Gourlaouen, C. Eur. J. Inorg. Chem. 2017, 2017 581.
[62]	Aloui, L.; Abidi, R.; Chetcuti, M. J. Inorg. Chim. Acta 2020, 505,119494. doi: 10.1016/j.ica.2020.119494

杯芳烃促进的过渡金属催化反应

Calixarene Promoted Transition-Metal-Catalyzed Reactions

RichHTML

PDF

可视化

摘要/Abstract

引用此文

分享此文

图/表 16

参考文献 62

相关文章 15

编辑推荐

相关统计

本文评价

[1]	李路瑶, 贺忠文, 张振国, 贾振华, 罗德平. 三芳基碳正离子在有机合成中的应用[J]. 有机化学, 2024, 44(2): 421-437.
[2]	赵茜帆, 陈永正, 张世明. 碳基非金属催化剂在有机合成领域的应用及机理研究[J]. 有机化学, 2024, 44(1): 137-147.
[3]	赵红琼, 于淼, 宋冬雪, 贾琦, 刘颖杰, 季宇彬, 许颖. 羧酸脱羧羟基化反应研究进展[J]. 有机化学, 2024, 44(1): 70-84.
[4]	秦浩, 侯传金, 梁丁化, 何心伟, 李玲, 胡向平. 手性P,N,N-配体/钯催化的不对称烯丙基取代反应[J]. 有机化学, 2024, 44(1): 282-290.
[5]	高晓阳, 翟锐锐, 陈训, 王烁今. 碳酸亚乙烯酯参与C—H键活化反应的研究进展[J]. 有机化学, 2023, 43(9): 3119-3134.
[6]	王文芳. 过渡金属催化不对称C—H硼化反应研究进展[J]. 有机化学, 2023, 43(9): 3146-3166.
[7]	周然, 袁春梅, 张桃, 毛飘, 刘燚, 孟开妮, 幸惠, 薛伟. 含喹唑啉酮的查尔酮衍生物的设计、合成及生物活性研究[J]. 有机化学, 2023, 43(9): 3196-3209.
[8]	陈新强, 张敬. 伯醇的脱羟甲基反应的研究进展[J]. 有机化学, 2023, 43(8): 2711-2719.
[9]	徐光利, 许静, 徐海东, 崔香, 舒兴中. 过渡金属催化烯烃和炔烃合成1,3-共轭二烯化合物研究进展[J]. 有机化学, 2023, 43(6): 1899-1933.
[10]	罗诚, 尹艳丽, 江智勇. P-手性膦氧化物的不对称合成研究进展[J]. 有机化学, 2023, 43(6): 1963-1976.
[11]	户晓兢, 郭斐翔, 朱润青, 周柄棋, 张涛, 房立真. 对烷氧基酚的合成及其去芳构化后的合成应用[J]. 有机化学, 2023, 43(6): 2239-2244.
[12]	庞明杨, 常宏宏, 冯璋, 张娟. 过渡金属催化吲哚的串联去芳构化反应研究进展[J]. 有机化学, 2023, 43(4): 1271-1291.
[13]	白林盛, 洪鹏, 应安国. 功能化聚丙烯腈纤维促进有机反应的研究进展[J]. 有机化学, 2023, 43(4): 1241-1270.
[14]	莫百川, 陈春霞, 彭进松. 木质素及其衍生物负载金属催化剂在有机合成中的应用研究进展[J]. 有机化学, 2023, 43(4): 1215-1240.
[15]	窦谦, 汪太民, 房丽晶, 翟宏斌, 程斌. 光诱导铁催化在有机合成中的应用研究进展[J]. 有机化学, 2023, 43(4): 1386-1415.