Rim-functionalized cryptophane-111 derivatives via heterocapping, and their xenon complexes.
نویسندگان
چکیده
Capping of cyclotriphenolene (3a) by the more available cyclotriguaiacylene (3c) or trisbromocyclotriphenolene (3b) gives the first rim-functionalized cryptophane-111 derivatives. Crystal structures of the xenon complexes reveal high cavity packing coefficients and unprecedentedly short Xe···C contacts.
منابع مشابه
Crystallographic observation of 'induced fit' in a cryptophane host–guest model system
Cryptophane-A, comprised of two cyclotriguaiacylenes joined by three ethylene linkers, is a prototypal organic host molecule that binds reversibly to neutral small molecules via London forces. Of note are trifunctionalized, water-soluble cryptophane-A derivatives, which exhibit exceptional affinity for xenon in aqueous solution. In this paper, we report high-resolution X-ray structures of crypt...
متن کاملSynthesis of enantiopure, trisubstituted cryptophane-A derivatives.
The efficient synthesis of enantiopure, trisubstituted cryptophane-A derivatives, organic host molecules with unusually high xenon affinity, is reported. Synthesis and chromatographic separation of (±) tri-Mosher's acid substituted cryptophane diastereomers gave ready access to the enantiopure cryptophanes, which are critical components in the design of enantiomerically pure (129)Xe biosensors....
متن کاملHyperCEST detection of a 129Xe-based contrast agent composed of cryptophane-A molecular cages on a bacteriophage scaffold.
A hyperpolarized 129Xe contrast agent composed of many cryptophane-A molecular cages assembled on an M13 bacteriophage has been demonstrated. Saturation of xenon bound in the large number of cryptophane cages is transferred to the pool of aqueous-solvated xenon via chemical exchange, resulting in efficient generation of hyperCEST contrast. No significant loss of contrast per cryptophane cage wa...
متن کاملCryptophane Derivatives as Gas Sensors and Hyperpolarized Xenon-129 Biosensors
ABSTRACT CRYPTOPHANE DERIVATIVES AS GAS SENSORS AND HYPERPOLARIZED XENON-129 BIOSENSORS Najat S. Khan Professor Ivan J. Dmochowski This thesis describes the progress in the development of cryptophanes for three different applications: encapsulation of noble gases, 129Xe NMR biosensing for cancer detection, and the construction of molecular devices. A new water-soluble organic host molecule, tri...
متن کاملMeasurement of radon and xenon binding to a cryptophane molecular host.
Xenon and radon have many similar properties, a difference being that all 35 isotopes of radon ((195)Rn-(229)Rn) are radioactive. Radon is a pervasive indoor air pollutant believed to cause significant incidence of lung cancer in many geographic regions, yet radon affinity for a discrete molecular species has never been determined. By comparison, the chemistry of xenon has been widely studied a...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 50 100 شماره
صفحات -
تاریخ انتشار 2014