Special feature: Perspective. Host–guest chemistry in the mass spectrometer

Journal of Mass Spectrometry - Tập 30 Số 7 - Trang 925-939 - 1995
Marco Vincenti1
1Dipartimento di Chimica Analitica, Università di Torino, Via Pietro Giuria 5, 10125 Turin, Italy

Tóm tắt

AbstractThe study of host–guest chemistry in the gas phase has been pursued systematically only in the last 5 years, after sporadic interest in the 1980s, despite extensive investigation of this chemistry in the condensed phase and the success encountered in several fields of application. Most gas‐phase studies have been performed under the controlled conditions that can be achieved inside a mass spectrometer, where solvent effects are not present. At this point, the first evaluation of the achievements and knowledge emerging from these mass spectrometric investigations can be attempted. At the same time, it is possible to evaluate the most promising subjects for future research. This review undertakes these tasks, by presenting (i) applications where mass spectrometry was used to investigate condensed phase equilibria and, more extensively, (ii) experiments where host–guest complexes were formed directly in the gas phase. The latter processes are discussed in detail in relation to the structural and electronic effects, the energetic requirements and the dependence on size, rigidity, spatial geometry and functional groups of both hosts and guests. All these effects combined are likely to contribute to the strength and multiplicity of the non‐covalent bonds that allow the complex to be formed. The macro(poly)cyclic hosts considered include crown ethers, cryptands, cyclodextrins, calixarenes, cryptophanes, cavitands, carcerands and macrolides. The guests are either metal cations or organic molecules and ions.

Từ khóa


Tài liệu tham khảo

10.1021/ja00986a052

10.1021/ja01002a035

Diedrich B., 1969, Tetrahedron Lett., 34, 2855

10.1021/ja00712a053

10.1039/9781788010917

Diedrich F. N., 1991, Cyclophanes, 10.1039/9781788010924

Vicens J., 1991, Calixarenes, a Versatile Class of Macrocyclic Compounds

Gutsche C. D., 1989, Calixarenes

10.1021/ja00385a064

10.1021/ja00294a076

10.1007/978-3-642-70108-5

Atwood J. L., 1988, Inclusion Phenomena and Molecular Recognition

Cram D. J., 1994, Container Molecules and Their Guests

10.1126/science.3283937

10.1002/anie.198810093

10.1002/anie.198800891

10.1002/anie.199013041

R. A. W.JohnstoneandM. E.Rose J. Chem. Soc. Chem. Commun.1268(1983).

10.1016/0020-7381(83)80149-1

10.1016/S0040-4020(01)88568-9

10.1002/rcm.1290020505

10.1007/BF01084713

10.1002/oms.1210240710

10.1016/1044-0305(94)85005-4

M.Vincenti unpublished results.

10.1016/S0040-4039(00)74795-2

10.1021/ja00400a017

10.1021/ja00370a009

P. D.Beer J. Chem. Soc. Chem. Commun.1115(1985).

10.1021/ja00052a064

10.1021/jo00263a047

10.1021/ja00037a059

10.1021/ja00069a041

10.1002/oms.1210280438

10.1002/oms.1210271033

F.Inokuchi K.ArakiandS.Shinkai Chem. Lett.1383(1994).

10.1021/ja00006a040

10.1021/ja00165a093

10.1021/ja00302a006

J. B.CunniffandP.Vouros in Proceedings of the 42nd ASMS CONFERENCE on Mass Spectrometry and Applied Topics May 29‐June 3 1994 Chicago Illinois p.918.

10.1002/anie.199311951

10.1002/oms.1210280909

10.1002/rcm.1290080516

10.1021/ja00016a069

10.1021/ja00096a003

10.1080/00387018308062337

10.1021/om50001a018

10.1021/jo00158a044

10.1021/ja00353a011

10.1021/ja00353a012

10.1021/ja00315a007

10.1021/ja00326a005

10.1021/ja00019a045

10.1021/ja00033a080

10.1021/ja00066a045

v. Dearden D., 1993, Pure Appl. Chem., 65, 423, 10.1351/pac199365030423

10.1002/rcm.1290060106

10.1016/1044-0305(92)85031-E

10.1021/ja00037a038

10.1002/rcm.1290060605

10.1021/ja00093a049

10.1007/BF00706937

Bowers M. T., 1979, Gas Phase Ion Chemistry

10.1021/j150605a007

10.1021/ja00446a059

10.1021/ja00396a001

10.1021/ja00043a021

10.1021/ja00060a034

10.1351/pac199365030409

10.1016/1044-0305(93)80050-9

10.1016/1044-0305(94)85016-X

10.1021/ja00063a056

10.1016/1044-0305(93)85087-E

10.1021/ja00015a084

10.1021/ja00091a022

J. S.Brodbelt S. D.Maleknia R. J.LagowandT.‐Y.Lin J. Chem. Soc. Chem. Commun.1705(1991).

10.1021/ja00007a069

10.1021/om00047a027

10.1021/ja00079a031

10.1016/1044-0305(94)85004-6

X.Yu P. S. H.WongandD.v. Dearden to be published.

10.1021/ja00157a068

10.1351/pac199365071507

10.1039/p29950001069

10.1021/ja00040a039

10.1016/0040-4020(94)00919-L

10.1351/pac199567071075

M.Vincenti J.‐P.DutastaandA.Collet to be published.

T.‐M.Liang K. K.Laali M.CorderoandC.Wesdemiotis J. Chem. Res.354(1991).

M.Vincenti E.Dalcanale A.PochiniandR.Ungaro unpublished results.

Thông tin
Thông tin xuất bản

Journal of Mass Spectrometry

Tập 30 Số 7

925-939

Thông tin tác giả