TY - JOUR
T1 - Reactions of 1,4-bis(tetrazole)benzenes
T2 - formation of long chain alkyl halides
AU - Bond, Andrew D.
AU - Fleming, Adrienne
AU - Kelleher, Fintan
AU - McGinley, John
AU - Prajapati, Vipa
N1 - Funding Information:
We would like to thank the Postgraduate R&D Skills programme (Technological Sector Research, Strand III, Project Code CRS01/TA02) for financial assistance, and Drs. B. Creaven and B. A. Murray for useful discussions. A.D.B. is grateful to the Danish Natural Sciences Research Council and the Carlsberg Foundation for provision of the X-ray equipment.
PY - 2006/10/9
Y1 - 2006/10/9
N2 - The reactions of 1,4-bis[2-(tributylstannyl)tetrazol-5-yl]benzene with α,ω-dibromoalkanes were carried out in order to synthesise pendant alkyl halide derivatives of the parent bis-tetrazole. This led to the formation of several alkyl halide derivatives, substituted variously at N1 or N2 on the tetrazole ring. The crystal structures of 1,4-bis[(2-(4-bromobutyl)tetrazol-5-yl)]benzene (2-N,2-N′), 1,4-bis[(2-(4-bromobutyl)tetrazol-5-yl)]benzene (1-N,2-N′) and 1,4-bis[(2-(8-bromooctyl)tetrazol-5-yl)]benzene (2-N,2-N′) are reported. Further discussion involves the structure of 1,4-bis[2-(6-bromohexyl)-2H-tetrazol-5-yl]benzene (2-N,2-N′) previously reported.
AB - The reactions of 1,4-bis[2-(tributylstannyl)tetrazol-5-yl]benzene with α,ω-dibromoalkanes were carried out in order to synthesise pendant alkyl halide derivatives of the parent bis-tetrazole. This led to the formation of several alkyl halide derivatives, substituted variously at N1 or N2 on the tetrazole ring. The crystal structures of 1,4-bis[(2-(4-bromobutyl)tetrazol-5-yl)]benzene (2-N,2-N′), 1,4-bis[(2-(4-bromobutyl)tetrazol-5-yl)]benzene (1-N,2-N′) and 1,4-bis[(2-(8-bromooctyl)tetrazol-5-yl)]benzene (2-N,2-N′) are reported. Further discussion involves the structure of 1,4-bis[2-(6-bromohexyl)-2H-tetrazol-5-yl]benzene (2-N,2-N′) previously reported.
KW - Alkyl halide
KW - NMR spectroscopy
KW - Organotin
KW - Tetrazole
KW - X-ray
UR - https://www.scopus.com/pages/publications/33748089657
U2 - 10.1016/j.tet.2006.07.093
DO - 10.1016/j.tet.2006.07.093
M3 - Article
AN - SCOPUS:33748089657
SN - 0040-4020
VL - 62
SP - 9577
EP - 9581
JO - Tetrahedron
JF - Tetrahedron
IS - 41
ER -