Abstract
A convenient route from crown ether benzaldehydes to novel crown ether cinnamaldehydes with different combinations of O and S heteroatoms in the macrocycle consisting in mild reduction of the appropriate cinnamic acid chloride has been elaborated.
Key words
crown compounds - crown ether cinnamaldehydes - crown ether cinnamic acids - 4’-formylbenzocrown compounds - condensation - reduction
References
1a
Clifford MN.
Hole M.
Process Biochem.
1977,
12:
5
1b
Olstein R.
Stephenson EFM.
Austr. J. Chem.
1979,
32:
681
2a
Creed D.
Cozad RA.
Griffin AC.
Hoyle CE.
Jin LX.
Subramanian P.
Varma SS.
Venkataram K.
ACS Symp. Ser., Polymeric Materials for Microelectronic Applications
1994,
579:
13
2b
Mathauer K.
Schmidt A.
Knoll W.
Wegner G.
Macromolecules
1995,
28:
1214
2c
Shirai M.
Ueda A.
Tanaka M.
J. Polym. Sci., Polym. Chem. Ed.
1987,
25:
1811
2d
Shirai M.
Orikata T.
Tanaka M.
J. Polym. Sci., Polym. Chem. Ed.
1985,
23:
463
3
Izatt RM.
Pawlak K.
Bradshaw JS.
Bruening RL.
Chem. Rev.
1991,
91:
1721
4a
DeSilva AP.
Gunaratne HQN.
Gunnlaugsson T.
Huxley AJM.
McCoy CP.
Rademacher JT.
Rice TE.
Chem. Rev.
1997,
97:
1515
4b
Mishra A.
Behera RK.
Behera PK.
Mishra BK.
Behera GB.
Chem. Rev.
2000,
100:
1973
4c
Gromov SP.
Alfimov MV.
Russ. Chem. Bull.
1997,
46:
611
4d
Alfimov MV.
Gromov SP. In Applied Fluorescence in Chemistry, Biology, and Medicine
Rettig W.
Strehmel B.
Schrader S.
Seifert H.
Springer-Verlag;
Berlin:
1999.
p.161
5a
Gromov SP.
Sergeev SA.
Druzhinin SI.
Rusalov MV.
Uzhinov BM.
Kuz’mina LG.
Churakov AV.
Howard JAK.
Alfimov MV.
Russ. Chem. Bull.
1999,
48:
525
5b
Druzhinin SI.
Rusalov MV.
Uzhinov BM.
Gromov SP.
Sergeev SA.
Alfimov MV.
J. Fluoresc.
1999,
9:
33
6 Khodonov, A. A.; Lukin, A. Y.; Shevyakov, S. V.; Mironova, E. V.; Shvets, V. I.; Alexeeva, S. G.; Demina, O. V.; Terpugov, E. L.; Degtyareva, O. V.; 4th European Conference on Optical Chemical Sensors and Biosensors: Europt(r)ode IV ; Münster, Germany, March 29- April 1, 1998 ; II20
7a
Gromov SP.
Fedorova OA.
Vedernikov AI.
Samoshin VV.
Zefirov NS.
Alfimov MV.
Russ. Chem. Bull.
1995,
44:
116
7b
Alfimov MV.
Fedorov YV.
Fedorova OA.
Gromov SP.
Hester RE.
Lednev IK.
Moore JN.
Oleshko VP.
Vedernikov AI.
J. Chem. Soc., Perkin Trans. 2
1996,
1441
7c
Fedorova OA.
Vedernikov AI.
Yescheulova OV.
Tsapenko PV.
Pershina YV.
Gromov SP.
Russ. Chem. Bull.
2000,
49:
1853
8a
Brown GR.
Foubister AJ.
J. Med. Chem.
1979,
22:
997
8b
Kikukawa K.
Takamura S.
Hirayama H.
Namiki H.
Wada F.
Matsuda T.
Chem. Lett.
1980,
511
8c
Perkin WH.
Schiess E.
J. Chem. Soc.
1904,
85:
159
8d
Iliefski T.
Li S.
Lundquist K.
Tetrahedron Lett.
1998,
39:
2413