Journal of the American Chemical Society p. 6943 - 6949 (1991)
Update date:2022-08-04
Topics:
Rubin, Yves
Lin, Sophia S.
Knobler, Carolyn B.
Anthony, John
Boldi, Armen M.
Diederich, Francois
We report a new method for the preparation of a wide range of linear poliynes, 1a-1i, with an odd number of C<*>C bonds.This method is based on solution-spray flash vacuum pyrolysis (SS-FVP) of the readily available 3,4-dialkynyl-3-cyclobutene-1,2-diones 3a-3i.It allows the synthesis of multigram quantities of a series of hexatriynes and decapentaynes from poorly volatile and thermally unstable precursors that cannot be subjected to conventional flash vacuum pyrolysis.Yields of the linear poliynes range from 42 to 99percent.Similarly, the dodecahexayne 1j was obtained in31percent yield by SS-FVP of the bis(3-cyclobutene-1,2-dione) 3j.The synthesis of the new 3,4-dialkynyl-3-cyclobutene-1,2-diones 3h-3j via the ketals 7, 10, and 13 is reported.The X-ray crystal structure of 1,10-diphenyl-1,3,5,7,9-decapentayne (1c) was solved, and the crystal packing structure provides valuable information to explain the thermal polymerization behavior observed for this compound in the crystalline state.
View MoreLianYunGang Chiral Chemical(CHINA) CO.,LTD
Contact:+86-518-83616958 +86-519-82884848
Address:LianYunGang Chemical Industry Park (JiangSu)
Contact:+86-21-61318535
Address:Building 29,No.2139 Xizha Road, Fengxian District, Shanghai
Shanghai Xinda Pharmaceuticals Co., Ltd.
Contact:86-21-33692333-8008
Address:999 Linxian Road, Jinshan Industrial Park, Shanghai, China
website:http://www.jairadhesales.com
Contact:0091-79-26431096
Address:309 Harikrupa Tower,Nr old Sharda Mandir Char Rasta,Ellisbridge
Hangzhou yi lu biont technology Co., LTD
Contact:+86-571-88152630
Address:Hangzhoushi HuafengRoad Yicheng3Building1001room.
Doi:10.1002/ardp.19913240613
(1991)Doi:10.1080/07328309608005693
(1996)Doi:10.1016/0040-4039(91)80488-R
(1991)Doi:10.1039/c2ob25575h
(2012)Doi:10.1021/ol301647g
(2012)Doi:10.1016/0040-4039(91)80184-8
(1991)