The versatility and utilization of phosphorus based compounds in classic carbon-carbon bond forming and esterification reactions

The phosphonium salt room temperature ionic liquid tetradecyltrihexylphosphonium chloride (THPC) has been employed as an efficient reusable media for the palladium catalyzed Suzuki cross-coupling reaction of aryl halides, including aryl chlorides, under mild conditions. The cross-coupling reactions were found to proceed in THPC containing small amounts ofwater and toluene (single phase) using potassium phosphate and 1% Pd2(dba)3'CHCI3. Variously substituted iodobenzenes, including electron rich derivatives, reacted efficiently in THPC with a variety of arylboronic acids and were all complete within 1 hour at 50°C. The corresponding aryl bromides also reacted under these conditions with the addition of a catalytic amount of triphenylphosphine that allowed for complete conversion and high isolated yields. The reactions involving aryl chlorides were considerably slower, although the addition of triphenylphosphine and heating at 70°C allowed high conversion of electron deficient derivatives. Addition of water and hexane to the reaction products results in a triphasic system, from which the catalyst was then recycled by removing the top (hexanes) and bottom (aqueous) layers and adding the reagents to the ionic liquid which was heated again at 50°C; resulting in complete turnover of iodobenzene. Repetition of this procedure gave the biphenyl product in 82-97% yield (repeated five times) for both the initial and recycled reaction sequences. IL ESTERIFICATIONREACTION A new class oftrialkylphosphorane has been prepared through reaction of a trialkylphosphine with 2-chlorodimethylmalonate in the presence oftriethylamine. These new reagents promote the condensation reaction of carboxylic acids with alcohols to provide esters along with trialkylphosphine oxide and dimethylmalonate. The condensation reaction of chiral secondary alcohols can be controlled to give either high levels of inversion or retention through a subtle interplay involving basicity of the reaction media, solvent, and tuning the electronic and steric nature of the carboxylic acid and stenc nature of the phosphorane employed. A coherent mechanism is postulated to explain these observations involving reaction via an initial acyloxyphosphonium ion.

Oath of Allegiance to King George III

Transcript (original spelling and grammar retained): We the Commissioned Officers belonging to the Second Regiment of Lincoln Militia - Do sincerely promise and swear that we will be faithful and bear true allegiance to his Majesty King George, and heirs will defend to the utmost of our power against all traitorous conspiracies and attempts whatsoever which shall be made against his Person, Crown or Dignity; and we will do our utmost endeavours to disclose and make them known to his Majesty, His Heirs and successors, all treasons and traitorous conspiracies and attempts, which we shall know to be against Him or them. So help us God. Thomas Clark - Lt. Col. David Secord - Major John Crysler - Capt James Macklin - Capt John [Ross] - [Captain] [Abraham] Bowman - Lieut Gilbert McMicking - Quartmaster John [Misiner] - Ensign Robert Campbell - Capt John [Couke] - Ensign Nicholas Smith - Lieut I certify that the officers who have here [subscribed] the oath took it before me at Chippawa 4 Sept 1812 Thomas Dickson JP

Letter from George W. Campbell, esq., late Secretary of the Treasury, to the Chairman of the Committee appointed to inquire into the causes and particulars of the invasion of the City of Washington, and the neighboring town of Alexandria, in the month of August last. --

Laid before the House by the Chairman of the said Committee, and ordered to be printed January 2, 1815.

George Arthur Chapman, graduation from USC portrait photograph, Los Angeles, California, 1916

George Arthur Chapman, Sr. in his graduation from University of Southern California portrait photograph, Los Angeles, California, 1916.

George Arthur Chapman in World War I uniform, 1918

Portrait of George Arthur Chapman in his World War I uniform, 1918.

George Arthur Chapman, Jr.

Portrait of George Arthur Chapman, Jr. taken in the studio of Edwin Williams [Pasadena, Califorina?], 1932.

George Arthur Chapman and Samuel James Chapman on horseback, 1918

George Arthur Chapman [in uniform] and Samuel James Chapman on horseback, 1918.

Group portrait with Charles Clarke Chapman, Samuel James, and George Arthur Chapman Sr., circa 1900.

Copy of a damaged group portrait with Charles Clarke Chapman on the left, Samuel James on the right, and young man in front with hat and tie is George Arthur Chapman Sr., circa 1900.

Military Appointment

George Ridout (1791-1871) was a member of the York volunteers during the War of 1812. He served as 3rd lieutenant in the grenadier company of the York militia, fought in the Battle of Queenston Heights, and was taken prisoner of war in April, 1813 when the Americans occupied York. Ridout studied law, and was admitted to the bar in Janurary 1813. He was an active member of the Law Society of Upper Canada, becoming a bencher in 1820, serving as treasurer for several years, and assisting in the development of the library. In 1828 he was appointed judge of the Niagara District Court and reappointed in 1832. In 1836, Sir Francis Bond Head, Lieutenant-Governor, charged Ridout with insult to the person and office of the Lieutenant Governor and disloyalty to the policies of the crown, and dismissed him from his offices. Ridout denied the charges and was eventually ordered to be reinstated by Lord Glenelg, the colonial secretary. Sir Francis Bond Head refused to do so, and instead chose to resign.

Davis L. Chamberlin, Betty Hutton, and George Argyros with cake for the Hutton Sports Center groundbreaking, March 22, 1977

Davis L. Chamberlin, Betty Hutton, and George Argyros with cake for the Hutton Sports Center groundbreaking, March 22, 1977. The Hutton Sports Center, 219 E. Sycamore St., Chapman College, Orange, California was completed in 1978, named in honor of this former trustee, and made possible by a gift from his widow, Betty Hutton Williams.

George Argyros, Betty Hutton, and G. T. "Buck" Smith at the dedication of Hutton Sports Center

George Argyros, Betty Hutton Williams, and G. T. "Buck" Smith at the dedication of Hutton Sports Center, 219 E. Sycamore St., Chapman College, Orange, California, on Founders' Day, November 10, 1979. The Harold Hutton Sports Center, completed in 1978, is named in honor of this former trustee, and made possible by a gift from his widow, Betty Hutton Williams.

Robert George Malcomson Papers, 1790s-2009 (non-inclusive)

Materials related to military and naval operations of the 1812 era, research of the late Robert Malcomson, Canadian author and historian. Materials include photocopies of materials relating to the War of 1812, photographs and detailed research notes Malcomson made regarding his approach to research (mainly found in Series VIII). Materials were originally arranged in binders relating to an area of research or a certain publication. Articles were removed from the binders and placed in folders using original titles from the binders as series or sub-series titles. Articles within the binders were separated by tabs indicating what the article related to in the publication or topic of interest. In order to avoid repetition, the writing on the tab was used for folder titles, as each folder would be a part of the Series under which it was grouped. The tab names could be authors, events, accounts etc. of the War. Series and sub-series titles were derived from the original titles on the binders. Original intellectual order was retained, grouping similar subjects into Series and Sub-series. Dates recorded were the publication dates of the articles; however, if no publication date was present the date of retrieval was used if from an academic database (ex. JSTOR). The black and white photos from various repositories are reproductions of paintings, microfilm etc. on photographic paper. The colour photographs from various repositories are actual photographs. All books donated by Malcomson were integrated into the University’s Special Collections book collection. These volumes are noted at the end of the finding aid under separated materials.

George H. Cornish Fonds

George Henry Cornish (1834-1912) was a Methodist minister whose circuits included Clinton, Ont. (1859), Newcastle, Ont. (1861), and Caledonia/Binbrook/Glanford, Ont. (1864- 1865). He wrote several books on the Methodist Church in Canada, including the Cyclopaedia of Methodism in Canada (1881) and the Handbook of Canadian Methodism (1867).

Welland Canal Survey of Lands George Adams Esquire 1827

Survey map and description of George Adams' land created by The Welland Canal Company. Included is a written description of the land along with a drawing of the land. Noteable features include; Concession lines between the 4th and 5th concession and the 5th and 6th concession, canal. Surveyor notes are seen in pencil on the map. The deed for the land is dated May 10th 1827.See also page 41.