Publication

Atropisomeric biarylbisphosphines derived from 2,2-difluoro-1,3-benzodioxole

Manfred Schlosser
2004
Journal Articles

Abstract

Starting from the inexpensive 2,2-difluoro-1,3-benzodioxole or its 5-bromo deriv., two new atropisomeric bisphosphines have been prepd. which, after racemate resoln., exhibit attractive features as ligands for enantioselective catalysts. The key step in their synthesis is a low temp. Ullmann reaction. An improved protocol secures coupling yields of 70-80%. For example, the treatment of 5,5-dibromo-2,2,2',2'-tetrafluoro[4,4'-bi-1,3-benzodioxole] with diphenylphosphinous chloride gave (2,2,2',2'-tetrafluoro[4,4'-bi-1,3-benzodioxole]-5,5'-diyl)bis[diphenylphosphine] (I). The resoln. of I was not reported. The application of (+)-I and (-)-I was previously reported. [on SciFinder (R)]

Official source

https://infoscience.epfl.ch/entities/publication/48b68049-c78e-4cd7-939b-54e841782a40

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Manfred Schlosser
2004
Journal Articles

Abstract

Official source

https://infoscience.epfl.ch/entities/publication/48b68049-c78e-4cd7-939b-54e841782a40

About this result

Related concepts (4)

Enantioselective synthesis

Enantioselective synthesis, also called asymmetric synthesis, is a form of chemical synthesis. It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric (enantiomeric or diastereomeric) products in unequal amounts." Put more simply: it is the synthesis of a compound by a method that favors the formation of a specific enantiomer or diastereomer.

Public key fingerprint

In public-key cryptography, a public key fingerprint is a short sequence of bytes used to identify a longer public key. Fingerprints are created by applying a cryptographic hash function to a public key. Since fingerprints are shorter than the keys they refer to, they can be used to simplify certain key management tasks. In Microsoft software, "thumbprint" is used instead of "fingerprint." A public key fingerprint is typically created through the following steps: A public key (and optionally some additional data) is encoded into a sequence of bytes.

Public-key cryptography

Public-key cryptography, or asymmetric cryptography, is the field of cryptographic systems that use pairs of related keys. Each key pair consists of a public key and a corresponding private key. Key pairs are generated with cryptographic algorithms based on mathematical problems termed one-way functions. Security of public-key cryptography depends on keeping the private key secret; the public key can be openly distributed without compromising security.