Bulletin of the Chemical Society of Japan p. 2739 - 2750 (1995)
Update date:2022-08-11
Topics:
Glendenning, Lionel
Field, Leslie D.
Haynes, Richard K.
NMR studies of the solution structures of lithiated (E)-1-(t-butylthio)but-2-ene (4) and lithiated (E)-1-(phenylthio)but-2-ene (6) are reported.The structure of lithiated (E)-1-(t-butylthio)but-2-ene (4) is best described as a transoid carbanion with the allylic carbons C1, C2, and C3 having intermediate sp2-sp3 hybridization.In (4) the heteroatom and non-allylic substituent do not play any significant role in carbanion stabilization.Lithiated (E)-1-(phenylthio)but-2-ene (6) differs from (4) in that it exhibits cis geometry about the C1-C2 bond and the phenylthio group participates in helping to stabilize allylic charge.There is a discrepancy between the geometry about the C1-C2 bond in the solution and solid structures of (4) in the presence of TMEDA.
View MoreValiant Fine Chemicals Co., Ltd.
Contact:+86 535 6101878/6374484
Address:11 Wuzhishan Rd.,YTETDZ,Yantai,264006,Shandong,China
Beijing Mesochem Technology Co.,LTD
website:http://www.mesochem.com
Contact:0086-10-57862036
Address:2301, Floor 23, Building 9 Lippo Plaza, Yard 8 Ronghua Middle Road, ETDZ, Beijing, China
AstaTech ( Chengdu) BioPharmaceutical Corp.
website:http://www.astabiochem.cn/
Contact:+86-15680585308
Address:SICHUAN CHENGDU
Shanghai Yuking Water Soluble Material Tech Co., Ltd
Contact:86-21-68286299
Address:4F, 13B, No. 600, South Xinyuan Road 201306, Shanghai, China
Xi'an HO-SHINE Bio-Technology Co., Ltd
Contact:+86 (29) 8248-5435/18292020086
Address:No.6 Shiyuan Road Xian City Shaanxi Province, 710048 China
Doi:10.1246/cl.1977.1087
(1977)Doi:10.1139/v54-001
(1954)Doi:10.1055/s-2001-14907
(2001)Doi:10.1021/ja00346a003
(1983)Doi:10.1021/acs.orglett.8b03273
(2018)Doi:10.1021/jp021497x
(2002)