Abstract
O-Propargylation of free hydroxyl groups in calix[4]resorcinols bearing thiophosphoryloxyphenyl substituents at the lower rim and possessing cone or chair conformations afforded new derivatives containing eight terminal alkyne groups. Their subsequent click reaction with azidomethylarenes led to the corresponding multifunctional triazole calix[4]resorcinols. Nickel complexes with such ligands show catalytic activity in hydrogen evolution reaction providing the decrease in potential of the direct acid reduction on glassy carbon electrode of 0.98V.
References
1.
Knyazeva I.R., Burilov A.R., Pudovik M.A., Habicher W.D.
Russian Chemical Reviews,
2013
2.
Jain V.K., Kanaiya P.H.
Russian Chemical Reviews,
2011
3.
Antipin I.S., Kazakova E.K., Habicher W.D., Konovalov A.I.
Russian Chemical Reviews,
1998
4.
Knyazeva I.R., Sokolova V.I., Gruner M., Habicher W.D., Voronina J.K., Burilov A.R., Pudovik M.A.
Journal of Inclusion Phenomena and Macrocyclic Chemistry,
2012
5.
Knyazeva I.R., Sokolova V.I., Gruner M., Habicher W.D., Syakaev V.V., Khrizanforova V.V., Gabidullin B.M., Gubaidullin A.T., Budnikova Y.H., Burilov A.R., Pudovik M.A.
Tetrahedron Letters,
2013
6.
Knyazeva I.R., Matveeva V.I., Syakaev V.V., Gabidullin B.M., Gubaidullin A.T., Gruner M., Habicher W.D., Burilov A.R., Pudovik M.A.
Tetrahedron Letters,
2014
7.
Knyazeva I.R., Matveeva V.I., Habicher W.D., Syakaev V.V., Gabidullin B.M., Gubaidullin A.T., Burilov A.R., Pudovik M.A.
Mendeleev Communications,
2017
8.
Khrizanforova V.V., Knyazeva I.R., Matveeva Sokolova V.I., Nizameev I.R., Gryaznova T.V., Kadirov M.K., Burilov A.R., Sinyashin O.G., Budnikova Y.H.
Electrocatalysis,
2015
9.
Kadirov M.K., Knyazeva I.R., Nizameev I.R., Safiullin R.A., Matveeva V.I., Kholin K.V., Khrizanforova V.V., Ismaev T.I., Burilov A.R., Budnikova Y.H., Sinyashin O.G.
Dalton Transactions,
2016
10.
Khrizanforova V.V., Knyazeva I.R., Nizamiev I.R., Gryaznova T.V., Sokolova V.I., Krasnov S.A., Kadirov M.K., Burilov A.R., Budnikova Y.G., Sinyashin O.G.
Russian Journal of General Chemistry,
2013
11.
Knyazeva I.R., Matveeva V.I., Khrizanforova V.V., Budnikova Y.H., Burilov A.R.
Mendeleev Communications,
2018
12.
Knyazeva I.R., Abdrafikova D.K., Mukhamedyanova K.M., Syakaev V.V., Gabidullin B.M., Gubaidullin A.T., Habicher W.D., Burilov A.R., Pudovik M.A.
Mendeleev Communications,
2017
13.
Burilov V.A., Nugmanov R.I., Ibragimova R.R., Solovieva S.E., Antipin I.S.
Mendeleev Communications,
2015
14.
Bernardi S., Fezzardi P., Rispoli G., Sestito S.E., Peri F., Sansone F., Casnati A.
Beilstein Journal of Organic Chemistry,
2014
15.
Tunstad L.M., Tucker J.A., Dalcanale E., Weiser J., Bryant J.A., Sherman J.C., Helgeson R.C., Knobler C.B., Cram D.J.
Journal of Organic Chemistry,
1989
16.
Hoegberg A.G.
Journal of Organic Chemistry,
1980
17.
Kaminský J., Dvořáková H., Štursa J., Moravcová J.
Collection of Czechoslovak Chemical Communications,
2011
18.
Podyachev S.N., Gabidullin B.M., Syakaev V.V., Sudakova S.N., Gubaidullin A.T., Habicher W.D., Konovalov A.I.
Journal of Molecular Structure,
2011
19.
Curtis C.J., Miedaner A., Ciancanelli R., Ellis W.W., Noll B.C., Rakowski DuBois M., DuBois D.L.
Inorganic Chemistry,
2002
20.
Wilson A.D., Newell R.H., McNevin M.J., Muckerman J.T., Rakowski DuBois M., DuBois D.L.
Journal of the American Chemical Society,
2005
21.
Rakowski DuBois M., DuBois D.L.
Chemical Society Reviews,
2009
22.
Rakowski Dubois M., Dubois D.L.
Accounts of Chemical Research,
2009
23.
Chen S., Ho M., Bullock R.M., DuBois D.L., Dupuis M., Rousseau R., Raugei S.
ACS Catalysis,
2013
24.
Helm M.L., Stewart M.P., Bullock R.M., DuBois M.R., DuBois D.L.
Science,
2011
25.
Hou J., Fang M., Cardenas A.J., Shaw W.J., Helm M.L., Bullock R.M., Roberts J.A., O'Hagan M.
Energy and Environmental Science,
2014
26.
Appel A.M., Pool D.H., O’Hagan M., Shaw W.J., Yang J.Y., Rakowski DuBois M., DuBois D.L., Bullock R.M.
ACS Catalysis,
2011
27.
Smith S.E., Yang J.Y., DuBois D.L., Bullock R.M.
Angewandte Chemie - International Edition,
2012
28.
Kilgore U.J., Roberts J.A., Pool D.H., Appel A.M., Stewart M.P., DuBois M.R., Dougherty W.G., Kassel W.S., Bullock R.M., DuBois D.L.
Journal of the American Chemical Society,
2011
29.
Dutta A., Lense S., Hou J., Engelhard M.H., Roberts J.A., Shaw W.J.
Journal of the American Chemical Society,
2013
30.
Dutta A., Roberts J.A., Shaw W.J.
Angewandte Chemie - International Edition,
2014
31.
Costentin C., Savéant J.
ChemElectroChem,
2014
32.
Wiese S., Kilgore U.J., Ho M., Raugei S., DuBois D.L., Bullock R.M., Helm M.L.
ACS Catalysis,
2013
33.
Rountree E.S., Dempsey J.L.
Journal of the American Chemical Society,
2015