Abstract
1-Propionyl-3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine was prepared from propionic anhydride and 3,6-diphenyl-1,4(or 1,2)-dihydro-1,2,4,5-tetrazine, and its structure was determined by X-ray diffraction. This reaction yields the title compound rather than 1-propionyl-3,6-diphenyl-1,2-dihydro-1,2,4,5-tetrazine. The central tetrazine ring of the title compound exhibits a boat conformation and is not, therefore, homoaromatic.
Keywords
References
1.
Sauer
J.
, Comprehensive heterocyclic chemistry , II, ed.
Boulton
A.J.
, Elsevier : Oxford, England , 1996 , Vol. 6 , pp. 901 .
2.
Devaraj
N.K.
,
Upadhyay
R.
,
Haun
J.B.
,
Hilderbrand
S.A.
, and
Weissleder
R.
, Angew. Chem. Int. Ed. , 2009 , 48 , 7013 .
3.
Han
H.S.
,
Devaraj
N.K.
,
Lee
J.
,
Hilderbrand
S.A.
,
Weissleder
R.
, and
Bawendi
M.G.
, J. Am. Chem. Soc. , 2010 , 132 , 7838 .
4.
Rao
G.W.
,
Ni
J.B.
, and
Li
Q.
, J. Chem. Res. , 2012 , 36 , 172 .
5.
Rao
G.W.
,
Li
Q.
, and
Zhao
Z.G.
, J. Chem. Res. , 2012 , 36 , 178 .
6.
Rao
G.W.
,
Guo
Y.M.
, and
Li
X.M.
, J. Chem. Res. , 2012 , 36 , 197 .
7.
Rao
G.W.
,
Zhang
L.L.
, and
Li
X.M.
J. Chem. Res. , 2012 , 36 , 300 .
8.
Jennison
C.P.R.
,
Mackay
D.
,
Watson
K.N.
, and
Taylor
N.J.
, J. Org. Chem. , 1986 , 51 , 3043 .
9.
Rao
G.W.
, and
Hu
W.X.
, Bioorg. Med. Chem. Lett. , 2006 , 16 , 3702 .
10.
Bemis
G.W.
,
Whittle
R.R.
, and
Mayo
S.L.
, and
Olofson
R.A.
, Acta Cryst. 1984 , C40 , 2076 .
11.
Neunhoeffer
H.
, Comprehensive heterocyclic chemistry, I , ed.
Katritzky
A.R.
, Pergamon : Frankfurt , 1984 , Vol. 3 , pp. 531 .
12.
Rao
G.W.
,
Guo
Y.M.
, and
Hu
W.X.
, Chem. Med. Chem. , 2012 , 7 , 973 .
13.
Sheldrick
G.M.
, Acta Cryst. 2008 , A64 , 112 .
14.
Farrugia
L.J.
, J. Appl. Cryst. , 1997 , 30 , 565 .
