Alkyl substituted [2.2] paracyclophane-1,9-dienes

被引:28
|
作者
Lidster, Benjamin J. [1 ]
Kumar, Dharam R. [1 ]
Spring, Andrew M. [1 ,2 ]
Yu, Chin-Yang [1 ,3 ]
Helliwell, Madeleine [1 ]
Raftery, James [1 ]
Turner, Michael L. [1 ]
机构
[1] Univ Manchester, Sch Chem, Organ Mat Innovat Ctr, Oxford Rd, Manchester M13 9PL, Lancs, England
[2] Kyushu Univ, Inst Mat Chem & Engn, 6-1 Kasuga Koen Kasuga, Fukuoka 8168580, Japan
[3] Natl Taiwan Univ Sci & Technol, Dept Mat Sci & Engn, 43,Sect 4,Keelung Rd, Taipei 10607, Taiwan
基金
英国工程与自然科学研究理事会;
关键词
RING-OPENING METATHESIS; BLOCK-COPOLYMERS; MILD CONDITIONS; MACRO RINGS; BENZYNE; POLYMERIZATION; POLY(P-PHENYLENEVINYLENE)S; CYCLOPHANES; POLYMERS;
D O I
10.1039/c6ob00885b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[2.2] Paracyclophane-1,9-dienes substituted with n-octyl chains have been synthesised from the corresponding dithia[3.3] paracyclophanes using a benzyne induced Stevens rearrangement. The use of 2-(tri-methylsilyl) phenyl trifluoromethanesulfonate and tetra-n-butylammonium fluoride as the in situ benzyne source gave significantly improved yields over traditional sources of benzyne and enabled the preparation of n-octyl substituted [2.2] paracyclophane-1,9-dienes on a multi-gram scale.
引用
收藏
页码:6079 / 6087
页数:9
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