DMAP-Mediated Synthesis of Fulleropyrrolines: Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines in the Absence or Presence of Manganese(III) Acetate

doi:10.1021/acs.joc.7b01968

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	DMAP-Mediated Synthesis of Fulleropyrrolines: Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines in the Absence or Presence of Manganese(III) Acetate
	Peng, Jie 1,4; Alamry, Khalid A.3; Asiri, Abdullah M.3; Liu, Chao-Yang 2; Liu, Li 1,4; Huang, Yong-Shun 1,4; Li, Fa-Bao 1,4; Wang, Hui-Juan 2; Xiang, Jun-Jun 1,4
刊名	JOURNAL OF ORGANIC CHEMISTRY
	2017-09-15
卷号	82 期号:18 页码:9751-9764
DOI	10.1021/acs.joc.7b01968
文献子类	Article
英文摘要	A series of scarce fulleropyrrolines were synthesized via DMAP-mediated one-step reaction of [60]-fullerene with commercially inexpensive aromatic aldehydes and arylmethanamines in the absence or presence of manganese(III) acetate. In the case of aminodiphenylmethane, novel 2,5,5-trisubstituted fulleropyrrolines could be easily obtained without the addition of manganese(III) acetate. As for arylmethanamines without alpha-substitutions, the addition of manganese(III) acetate was required to suppress the formation of fulleropyrrolidines, in order to generate the desired 2,5disubstituted fulleropyrrolines. Two tautomers were produced as expected when different aryl groups (Ar-1 not equal Ar-2) from aromatic aldehydes and arylmethanamines were employed in the synthesis. A plausible reaction mechanism for the formation of fulleropyrrolines is proposed.
WOS关键词	ONE-STEP REACTION ; AMINO-ACID ESTERS ; FERRIC PERCHLORATE ; RADICAL REACTIONS ; SECONDARY-AMINES ; NITRILE YLIDES ; FACILE ACCESS ; 60 FULLERENE ; DERIVATIVES ; C-60
WOS研究方向	Chemistry
语种	英语
WOS记录号	WOS:000411304500050
资助机构	National Natural Science Foundation of China(21102041 ; National Natural Science Foundation of China(21102041 ; Scientific Research Foundation of Education Commission of Hubei Province(D20161007) ; Scientific Research Foundation of Education Commission of Hubei Province(D20161007) ; Innovation and Entrepreneurship Training Program for Undergraduates of Hubei Province(201610512054) ; Innovation and Entrepreneurship Training Program for Undergraduates of Hubei Province(201610512054) ; 21671061) ; 21671061) ; National Natural Science Foundation of China(21102041 ; National Natural Science Foundation of China(21102041 ; Scientific Research Foundation of Education Commission of Hubei Province(D20161007) ; Scientific Research Foundation of Education Commission of Hubei Province(D20161007) ; Innovation and Entrepreneurship Training Program for Undergraduates of Hubei Province(201610512054) ; Innovation and Entrepreneurship Training Program for Undergraduates of Hubei Province(201610512054) ; 21671061) ; 21671061)
内容类型	期刊论文
源URL	[http://ir.wipm.ac.cn/handle/112942/11408]
专题	武汉物理与数学研究所_高技术创新与发展中心
作者单位	1.Hubei Univ, Sch Chem & Chem Engn, Wuhan 430062, Hubei, Peoples R China 2.Chinese Acad Sci, Wuhan Inst Phys & Math, Wuhan Ctr Magnet Resonance, State Key Lab Magnet Resonance & Atom & Mol Phys, Wuhan 430071, Hubei, Peoples R China 3.King Abdulaziz Univ, Fac Sci, Dept Chem, Jeddah 21589, Saudi Arabia 4.Hubei Univ, Hubei Collaborat Innovat Ctr Adv Organ Chem Mat, Minist Educ, Key Lab Synth & Applicat Organ Funct Mol, Wuhan 430062, Hubei, Peoples R China
推荐引用方式 GB/T 7714	Peng, Jie,Alamry, Khalid A.,Asiri, Abdullah M.,et al. DMAP-Mediated Synthesis of Fulleropyrrolines: Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines in the Absence or Presence of Manganese(III) Acetate[J]. JOURNAL OF ORGANIC CHEMISTRY,2017,82(18):9751-9764.
APA	Peng, Jie.,Alamry, Khalid A..,Asiri, Abdullah M..,Liu, Chao-Yang.,Liu, Li.,...&Xiang, Jun-Jun.(2017).DMAP-Mediated Synthesis of Fulleropyrrolines: Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines in the Absence or Presence of Manganese(III) Acetate.JOURNAL OF ORGANIC CHEMISTRY,82(18),9751-9764.
MLA	Peng, Jie,et al."DMAP-Mediated Synthesis of Fulleropyrrolines: Reaction of [60]Fullerene with Aromatic Aldehydes and Arylmethanamines in the Absence or Presence of Manganese(III) Acetate".JOURNAL OF ORGANIC CHEMISTRY 82.18(2017):9751-9764.