Capsular Complexes of Nonpolar Guests with Octa Amine Host Detected in the Gas Phase

被引：16

作者：

Da Silva, Jose P. ^{[1
]}

Kulasekharan, Revathy ^{[2
]}

Cordeiro, Carlos ^{[3
]}

Jockusch, Steffen ^{[4
]}

Turro, Nicholas J. ^{[4
]}

Ramamurthy, V. ^{[2
]}

机构：

[1] Univ Algarve, FCT, Ctr Invest Quim Algarve, P-8005139 Faro, Portugal

[2] Univ Miami, Dept Chem, Coral Gables, FL 33124 USA

[3] Univ Lisbon, Fac Ciencias, Dept Quim & Bioquim, Ctr Quim & Bioquim, P-1749016 Lisbon, Portugal

[4] Columbia Univ, Dept Chem, New York, NY 10027 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 02期

基金：

美国国家科学基金会;

关键词：

MOLECULAR CAPSULES; MASS-SPECTROMETRY; WATER; PHOTOCHEMISTRY; CHEMISTRY;

D O I：

10.1021/ol203139v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nanocapsules, made up of the deep cavitand octa amine and several guests, were prepared in aqueous acidic solution and were found to be stable in the gas phase as detected by electrospray ionization mass spectrometry (ESI-MS). The observed gas phase host-guest complexes contained five positive charges and were associated with several acid molecules (HCI or HBr).

引用

页码：560 / 563

页数：4

共 25 条

[1] Formation of a nitrate zipped dimeric capsule and un-zipping by chloride doping [J].

Arunachalam, M. ;

Ghosh, Pradyut .

CHEMICAL COMMUNICATIONS, 2009, (22) :3184-3186

[2] Probing the Hydrophobic Effect of Noncovalent Complexes by Mass Spectrometry [J].

Bich, Claudia ;

Baer, Samuel ;

Jecklin, Matthias C. ;

Zenobi, Renato .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2010, 21 (02) :286-289

[3]

Brinker U.H., 2010, Molecular Encapsulation

[4] Self-assembling capsules [J].

Conn, MM ;

Rebek, J .

CHEMICAL REVIEWS, 1997, 97 (05) :1647-1668

[5] Water-soluble molecular capsules: Self-assembly and binding properties [J].

Corbellini, F ;

Knegtel, RMA ;

Grootenhuis, PDJ ;

Crego-Calama, M ;

Reinhoudt, DN .

CHEMISTRY-A EUROPEAN JOURNAL, 2005, 11 (01) :298-307

[6] Aggregates of Cucurbituril Complexes in the Gas Phase [J].

Da Silva, Jose P. ;

Jayaraj, Nithyanandhan ;

Jockusch, Steffen ;

Turro, Nicholas J. ;

Ramamurthy, V. .

ORGANIC LETTERS, 2011, 13 (09) :2410-2413

[7] Well-defined, organic nanoenvironments in water: The hydrophobic effect drives a capsular assembly [J].

Gibb, CLD ;

Gibb, BC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (37) :11408-11409

[8] Photochemical Generation and Reactivity of Carbenes within an Organic Cavitand and Capsule: Photochemistry of Adamantanediazirines [J].

Gupta, Shipra ;

Choudhury, Rajib ;

Krois, Daniel ;

Wagner, Gerald ;

Brinker, Udo H. ;

Ramamurthy, V. .

ORGANIC LETTERS, 2011, 13 (22) :6074-6077

[9] Determining the stoichiometry and interactions of macromolecular assemblies from mass spectrometry [J].

Hernandez, Helena ;

Robinson, Carol V. .

NATURE PROTOCOLS, 2007, 2 (03) :715-726

[10] Extraction of hydrophobic species into a water-soluble synthetic receptor [J].

Hooley, Richard J. ;

Van Anda, Hillary J. ;

Rebek, Julius, Jr. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (44) :13464-13473

← 1 2 3 →